DELTIBANT

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C128H194N40O28S2
Molecular Weight	2805.291
Optical Activity	UNSPECIFIED
Defined Stereocenters	22 / 22
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)C[C@H](NC(=O)[C@@H](CC1=CC=CC=C1)NC(=O)[C@H](CS[C@@H]2CC(=O)N(CCCCCCN3C(=O)C[C@H](SC[C@H](NC(=O)[C@H](CC4=CC=CC=C4)NC(=O)CNC(=O)[C@@H]5C[C@@H](O)CN5C(=O)[C@@H]6CCCN6C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](N)CCCNC(N)=N)C(=O)N[C@H](CC7=CC=CC=C7)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)C3=O)C2=O)NC(=O)[C@H](CC8=CC=CC=C8)NC(=O)CNC(=O)[C@@H]9C[C@@H](O)CN9C(=O)[C@@H]%10CCCN%10C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](N)CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O

InChI

InChIKey=JKUYFMHGTOPVMR-WQVVEKGHSA-N

InChI=1S/C128H194N40O28S2/c1-71(2)55-85(105(177)155-83(121(193)194)41-25-49-147-127(139)140)157-109(181)89(59-75-33-15-9-16-34-75)159-111(183)91(161-107(179)87(57-73-29-11-7-12-30-73)151-99(171)65-149-113(185)95-61-77(169)67-167(95)117(189)93-43-27-53-163(93)115(187)81(39-23-47-145-125(135)136)153-103(175)79(129)37-21-45-143-123(131)132)69-197-97-63-101(173)165(119(97)191)51-19-5-6-20-52-166-102(174)64-98(120(166)192)198-70-92(112(184)160-90(60-76-35-17-10-18-36-76)110(182)158-86(56-72(3)4)106(178)156-84(122(195)196)42-26-50-148-128(141)142)162-108(180)88(58-74-31-13-8-14-32-74)152-100(172)66-150-114(186)96-62-78(170)68-168(96)118(190)94-44-28-54-164(94)116(188)82(40-24-48-146-126(137)138)154-104(176)80(130)38-22-46-144-124(133)134/h7-18,29-36,71-72,77-98,169-170H,5-6,19-28,37-70,129-130H2,1-4H3,(H,149,185)(H,150,186)(H,151,171)(H,152,172)(H,153,175)(H,154,176)(H,155,177)(H,156,178)(H,157,181)(H,158,182)(H,159,183)(H,160,184)(H,161,179)(H,162,180)(H,193,194)(H,195,196)(H4,131,132,143)(H4,133,134,144)(H4,135,136,145)(H4,137,138,146)(H4,139,140,147)(H4,141,142,148)/t77-,78-,79-,80-,81+,82+,83+,84+,85+,86+,87+,88+,89-,90-,91+,92+,93+,94+,95+,96+,97-,98+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C128H194N40O28S2
Molecular Weight	2805.291
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	22 / 22
E/Z Centers	7
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1462875 | https://www.ncbi.nlm.nih.gov/pubmed/8160833 | https://www.ncbi.nlm.nih.gov/pubmed/9020273 | https://www.ncbi.nlm.nih.gov/pubmed/9810446 | https://www.pharmacodia.com/yaodu/html/v1/chemicals/ab4ac6732cd2448b9fbf36555a896983.html

Deltibant is the bradykinin receptor antagonist. It was found to be a potent and selective inhibitor of the depressor response to bradykinin in the anaesthetized rat and rabbit. Deltibant affords significant protection against traumatic shock where bradykinin plays an important role in tissue injury. Such protection may be achieved through inhibition of neutrophil-endothelial interaction and protection of vascular endothelial function. Deltibant may have some effect on survival in patients with systemic inflammatory response syndrome and gram-negative sepsis. Kinin-kallikrein system could be involved in cerebral edema - treatment with deltibant appeared to alter the natural history of traumatic brain contusions by preventing the 2 degrees brain swelling. In addition, deltibant obviated the need for surgery in the majority of treated patients. Deltibant could act on the cerebral vasculature to limit dys-autoregulation and brain swelling or on the blood brain barrier to reduce cerebral edema. Deltibant has been in phase II clinical trials for the treatment of pain, immune-inflammatory diseases and stroke. However, this research has been discontinued.

Approval Year

Sample Use Guides

In Vivo Use Guide

Three-day continuous infusion 1 of 3 doses (0.3, 1.0, or 3.0 ug/kg/min)

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Sat Dec 16 01:26:47 UTC 2023` Edited by `admin` on `Sat Dec 16 01:26:47 UTC 2023`
Record UNII	6151J4V7VX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DELTIBANT

Official Name

English

D-ARGINYL-L-ARGINYL-L-PROLYL-TRANS-4-HYDROXY-L-PROLYLGYLCYL-L-PHENYLALANYL-L-CYSTEINYL-D-PHENYLALANYL-L-LEUCYL-L-ARGININE, 7,7'-BIS(SULFIDE) WITH (2R,2'S)-N,N'-HEXAMETHYLENEBIS(2-MERCAPTOSUCCINIMIDE)

Common Name

English

deltibant [INN]

Common Name

English

Deltibant [WHO-DD]

Common Name

English

DELTIBANT [USAN]

Common Name

English

DELTIBANT [MI]

Common Name

English

Code System Code Type Description

INN

7484