N-[Allylsulfanyl-(1-cyclohexylmethyl-2,4-dihydroxy-hexylcarbamoyl)-methyl]-2-(morpholine-4-sulfonylamino)-3-phenyl-propionamide

ID: ALA88526

Chembl Id: CHEMBL88526

PubChem CID: 44322075

Max Phase: Preclinical

Molecular Formula: C31H50N4O7S2

Molecular Weight: 654.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCSC(NC(=O)[C@H](Cc1ccccc1)NS(=O)(=O)N1CCOCC1)C(=O)N[C@@H](CC1CCCCC1)[C@@H](O)C[C@@H](O)CC

Standard InChI:  InChI=1S/C31H50N4O7S2/c1-3-19-43-31(30(39)32-26(28(37)22-25(36)4-2)20-23-11-7-5-8-12-23)33-29(38)27(21-24-13-9-6-10-14-24)34-44(40,41)35-15-17-42-18-16-35/h3,6,9-10,13-14,23,25-28,31,34,36-37H,1,4-5,7-8,11-12,15-22H2,2H3,(H,32,39)(H,33,38)/t25-,26-,27-,28-,31?/m0/s1

Standard InChI Key:  YZCWZTFSJLJQLC-UHBCUYOASA-N

Alternative Forms

1. Parent:

   

   ALA88526

   N-[Allylsulfanyl-(1-cyclohexylmethyl-2,4-dihydroxy-hexylcarbamoyl)-methyl]-2-(morpholine-4-sulfonylamino)-3-phenyl-propionamide

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: 654.90

Molecular Weight (Monoisotopic): 654.3121

AlogP: 2.10

#Rotatable Bonds: 18

Polar Surface Area: 157.30

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.34

CX Basic pKa: ┄

CX LogP: 2.46

CX LogD: 2.46

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.12

Np Likeness Score: -0.12

References

1. Rao CM, Scarborough PE, Kay J, Batley B, Rapundalo S, Klutchko S, Taylor MD, Lunney EA, Humblet CC, Dunn BM..  (1993)  Specificity in the binding of inhibitors to the active site of human/primate aspartic proteinases: analysis of P2-P1-P1'-P2' variation.,  36  (18): [PMID:8410973] [10.1021/jm00070a004]

Source

Source(1):

• Scientific Literature