(5S,8S,14S,17S,20S)-14,17-dibenzyl-5-carbamoyl-8-isobutyl-15-methyl-7,10,13,16,19-pentaoxo-20-(sulfamoylamino)-2-thia-6,9,12,15,18-pentaazadocosan-22-oic acid

ID: ALA3735419

Chembl Id: CHEMBL3735419

PubChem CID: 127035576

Max Phase: Preclinical

Molecular Formula: C36H52N8O10S2

Molecular Weight: 820.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@H](Cc1ccccc1)N(C)C(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(=O)O)NS(N)(=O)=O)C(N)=O

Standard InChI:  InChI=1S/C36H52N8O10S2/c1-22(2)17-26(33(49)41-25(32(37)48)15-16-55-4)40-30(45)21-39-35(51)29(19-24-13-9-6-10-14-24)44(3)36(52)28(18-23-11-7-5-8-12-23)42-34(50)27(20-31(46)47)43-56(38,53)54/h5-14,22,25-29,43H,15-21H2,1-4H3,(H2,37,48)(H,39,51)(H,40,45)(H,41,49)(H,42,50)(H,46,47)(H2,38,53,54)/t25-,26-,27-,28-,29-/m0/s1

Standard InChI Key:  CWLPXUUOUGRHNX-ZIUUJSQJSA-N

Alternative Forms

1. Parent:

   

   ALA3735419

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 820.99

Molecular Weight (Monoisotopic): 820.3248

AlogP: -1.21

#Rotatable Bonds: 24

Polar Surface Area: 289.29

Molecular Species: ACID

HBA: 10

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.80

CX Basic pKa: ┄

CX LogP: -0.98

CX LogD: -4.24

Aromatic Rings: 2

Heavy Atoms: 56

QED Weighted: 0.06

Np Likeness Score: -0.29

References

1. Misu R, Yamamoto K, Yamada A, Noguchi T, Ohno H, Yamamura T, Okamura H, Matsuda F, Ohkura S, Oishi S, Fujii N.  (2015)  Structureactivity relationship study on senktide for development of novel potent neurokinin-3 receptor selective agonists,  6  (3): [10.1039/C4MD00514G]

Source

Source(1):

• Scientific Literature