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

ID: ALA3736173

Chembl Id: CHEMBL3736173

PubChem CID: 127034768

Max Phase: Preclinical

Molecular Formula: C39H53N7O11S

Molecular Weight: 827.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N(C)[C@@H](Cc1ccccc1)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(N)=O

Standard InChI:  InChI=1S/C39H53N7O11S/c1-23(2)18-27(34(51)43-26(33(40)50)16-17-58-5)42-31(47)22-41-36(53)30(20-25-14-10-7-11-15-25)46(3)38(55)29(19-24-12-8-6-9-13-24)45-35(52)28(21-32(48)49)44-37(54)39(56)57-4/h6-15,23,26-30H,16-22H2,1-5H3,(H2,40,50)(H,41,53)(H,42,47)(H,43,51)(H,44,54)(H,45,52)(H,48,49)/t26-,27-,28-,29-,30-/m0/s1

Standard InChI Key:  MRYARPAVKVJRIQ-IIZANFQQSA-N

Alternative Forms

1. Parent:

   

   ALA3736173

   ---

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: 827.96

Molecular Weight (Monoisotopic): 827.3524

AlogP: -0.71

#Rotatable Bonds: 23

Polar Surface Area: 272.50

Molecular Species: ACID

HBA: 11

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.96

CX Basic pKa: ┄

CX LogP: 0.32

CX LogD: -2.86

Aromatic Rings: 2

Heavy Atoms: 58

QED Weighted: 0.05

Np Likeness Score: -0.09

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