5-Methoxybenzofuran-2-carboxylic Acid(1-{(S)-1-Benzyl-4-[4-(tetrahydropyran-4-ylmethyl)piperazin-1-yl]butylcarbamoyl}-cyclopentyl)amide

ID: ALA1083847

PubChem CID: 46238229

Max Phase: Preclinical

Molecular Formula: C37H50N4O5

Molecular Weight: 630.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2oc(C(=O)NC3(C(=O)N[C@@H](CCCN4CCN(CC5CCOCC5)CC4)Cc4ccccc4)CCCC3)cc2c1

Standard InChI:  InChI=1S/C37H50N4O5/c1-44-32-11-12-33-30(25-32)26-34(46-33)35(42)39-37(15-5-6-16-37)36(43)38-31(24-28-8-3-2-4-9-28)10-7-17-40-18-20-41(21-19-40)27-29-13-22-45-23-14-29/h2-4,8-9,11-12,25-26,29,31H,5-7,10,13-24,27H2,1H3,(H,38,43)(H,39,42)/t31-/m0/s1

Standard InChI Key:  MWXNEDJGFIJNMF-HKBQPEDESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1083847

   5-methoxy-N-[1-[[(2S)-5-[4-(oxan-4-ylmethyl)piperazin-1-yl]-1-phenylpentan-2-yl]carbamoyl]cyclopentyl]-1-benzofuran-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: 630.83

Molecular Weight (Monoisotopic): 630.3781

AlogP: 5.04

#Rotatable Bonds: 13

Polar Surface Area: 96.28

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.27

CX Basic pKa: 8.75

CX LogP: 4.38

CX LogD: 2.96

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.27

Np Likeness Score: -0.75

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