N-(1H-Benzoimidazol-2-yl)-2-(N',N''-dicyclohexyl-guanidino)-3-naphthalen-2-yl-propionamide

ID: ALA1160971

PubChem CID: 44346361

Max Phase: Preclinical

Molecular Formula: C33H40N6O

Molecular Weight: 536.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc2ccccc2[nH]1)[C@H](Cc1ccc2ccccc2c1)N/C(=N/C1CCCCC1)NC1CCCCC1

Standard InChI:  InChI=1S/C33H40N6O/c40-31(39-33-36-28-17-9-10-18-29(28)37-33)30(22-23-19-20-24-11-7-8-12-25(24)21-23)38-32(34-26-13-3-1-4-14-26)35-27-15-5-2-6-16-27/h7-12,17-21,26-27,30H,1-6,13-16,22H2,(H2,34,35,38)(H2,36,37,39,40)/t30-/m0/s1

Standard InChI Key:  MJINWJWKMZJGER-PMERELPUSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1160971

   (2S)-N-(1H-benzimidazol-2-yl)-2-[(N,N'-dicyclohexylcarbamimidoyl)amino]-3-naphthalen-2-ylpropanamide

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: 536.72

Molecular Weight (Monoisotopic): 536.3264

AlogP: 6.47

#Rotatable Bonds: 7

Polar Surface Area: 94.20

Molecular Species: BASE

HBA: 3

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.39

CX Basic pKa: 12.03

CX LogP: 6.55

CX LogD: 5.65

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.16

Np Likeness Score: -0.53

References

1. Salvino JM, Seoane PR, Douty BD, Awad MA, Hoyer D, Ross TM, Dolle RE, Houck WT, Faunce DM, Sawutz DG.  (1995)  Structure activity relationships of non-peptide bradykinin B2 receptor antagonists,  5  (4): [10.1016/0960-894X(95)00035-R]

Source

Source(1):

• Scientific Literature