(S)-5-((S)-1-{[(S)-1-({[(S)-1-((S)-1-Carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethyl]-methyl-carbamoyl}-2-phenyl-ethylcarbamoyl)-5-(3-carboxy-propionylamino)-pentanoic acid

ID: ALA3735812

Chembl Id: CHEMBL3735812

PubChem CID: 102531127

Max Phase: Preclinical

Molecular Formula: C42H59N7O11S

Molecular Weight: 870.04

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](CCCC(=O)O)NC(=O)CCC(=O)O)C(N)=O

Standard InChI:  InChI=1S/C42H59N7O11S/c1-26(2)22-31(40(58)47-29(38(43)56)20-21-61-4)46-35(51)25-44-41(59)33(24-28-14-9-6-10-15-28)49(3)42(60)32(23-27-12-7-5-8-13-27)48-39(57)30(16-11-17-36(52)53)45-34(50)18-19-37(54)55/h5-10,12-15,26,29-33H,11,16-25H2,1-4H3,(H2,43,56)(H,44,59)(H,45,50)(H,46,51)(H,47,58)(H,48,57)(H,52,53)(H,54,55)/t29-,30-,31-,32-,33-/m0/s1

Standard InChI Key:  WSWLJEZTJGKSNF-ZTTXAYQISA-N

Alternative Forms

1. Parent:

   

   ALA3735812

   Suc-Aad-Phe-N(Me)Phe-Gly-Leu-Met-NH2

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: 870.04

Molecular Weight (Monoisotopic): 869.3993

AlogP: 0.76

#Rotatable Bonds: 28

Polar Surface Area: 283.50

Molecular Species: ACID

HBA: 10

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.85

CX Basic pKa: ┄

CX LogP: 0.54

CX LogD: -5.59

Aromatic Rings: 2

Heavy Atoms: 61

QED Weighted: 0.06

Np Likeness Score: -0.13

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