6-Methylbenzo[b]thiophene-2-carboxylic Acid1-[(S)-1-Benzyl-4-(4-morpholin-4-ylpiperidin-1-yl)-4-oxobutylcarbamoyl]-cyclopentyl}amide

ID: ALA1083853

PubChem CID: 46889639

Max Phase: Preclinical

Molecular Formula: C35H46N4O3S

Molecular Weight: 602.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2cc(C(=O)NC3(C(=O)N[C@@H](CCN4CCC(N5CCOCC5)CC4)Cc4ccccc4)CCCC3)sc2c1

Standard InChI:  InChI=1S/C35H46N4O3S/c1-26-9-10-28-25-32(43-31(28)23-26)33(40)37-35(14-5-6-15-35)34(41)36-29(24-27-7-3-2-4-8-27)11-16-38-17-12-30(13-18-38)39-19-21-42-22-20-39/h2-4,7-10,23,25,29-30H,5-6,11-22,24H2,1H3,(H,36,41)(H,37,40)/t29-/m0/s1

Standard InChI Key:  JSQUFUABHMZJIE-LJAQVGFWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1083853

   6-methyl-N-[1-[[(2R)-4-(4-morpholin-4-ylpiperidin-1-yl)-1-phenylbutan-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: 602.84

Molecular Weight (Monoisotopic): 602.3291

AlogP: 5.17

#Rotatable Bonds: 10

Polar Surface Area: 73.91

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.02

CX LogP: 5.01

CX LogD: 3.36

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.34

Np Likeness Score: -1.21

References

1. Fattori D, Porcelloni M, D'Andrea P, Catalioto RM, Ettorre A, Giuliani S, Marastoni E, Mauro S, Meini S, Rossi C, Altamura M, Maggi CA..  (2010)  Structure-activity relationships of 6-methyl-benzo[b]thiophene-2-carboxylic acid (1-[(S)-1-benzyl-4-[4-(tetrahydropyran-4-ylmethyl)piperazin-1-yl]butylcarbamoyl]cyclopentyl)amide, potent antagonist of the neurokinin-2 receptor.,  53  (10): [PMID:20408549] [10.1021/jm100176s]

Source

Source(1):

• Scientific Literature