benzo[b]thiophene-2-carboxylic acid {1-[1-(R)-(3-morpholin-4-ylpropylcarbamoyl)-cyclopentyl}-amide

ID: ALA242631

Chembl Id: CHEMBL242631

PubChem CID: 10281234

Max Phase: Preclinical

Molecular Formula: C31H38N4O4S

Molecular Weight: 562.74

Molecule Type: Small molecule

Names and Identifiers

Synonyms: MEN-14268 | MEN-14268|CHEMBL242631|BDBM50002935

Canonical SMILES:  O=C(NC1(C(=O)N[C@H](Cc2ccccc2)C(=O)NCCCN2CCOCC2)CCCC1)c1cc2ccccc2s1

Standard InChI:  InChI=1S/C31H38N4O4S/c36-28(32-15-8-16-35-17-19-39-20-18-35)25(21-23-9-2-1-3-10-23)33-30(38)31(13-6-7-14-31)34-29(37)27-22-24-11-4-5-12-26(24)40-27/h1-5,9-12,22,25H,6-8,13-21H2,(H,32,36)(H,33,38)(H,34,37)/t25-/m1/s1

Standard InChI Key:  UUYFYCJBQNCVMV-RUZDIDTESA-N

Alternative Forms

1. Parent:

   

   ALA242631

   N-[1-[[(2R)-1-(3-morpholin-4-ylpropylamino)-1-oxo-3-phenylpropan-2-yl]carbamoyl]cyclopentyl]-1-benzothiophene-2-carboxamide

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: 562.74

Molecular Weight (Monoisotopic): 562.2614

AlogP: 3.51

#Rotatable Bonds: 11

Polar Surface Area: 99.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.40

CX Basic pKa: 7.00

CX LogP: 3.51

CX LogD: 3.37

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.31

Np Likeness Score: -1.28

References

1. Fedi V, Altamura M, Catalioto RM, Giannotti D, Giolitti A, Giuliani S, Guidi A, Harmat NJ, Lecci A, Meini S, Nannicini R, Pasqui F, Tramontana M, Triolo A, Maggi CA..  (2007)  Discovery of a new series of potent and selective linear tachykinin NK2 receptor antagonists.,  50  (20): [PMID:17850056] [10.1021/jm070289w]

2. Sisto A, Altamura M, Cardinali F, D'Andrea P, Rossi C, Fattori D..  (2007)  alpha,alpha-Cyclic aminoacids as useful scaffolds for the preparation of hNK(2) receptor antagonists.,  17  (17): [PMID:17604625] [10.1016/j.bmcl.2007.06.053]

Source

Source(1):

• Scientific Literature