N-(1-Aza-bicyclo[2.2.2]oct-3-yl)-N-benzyl-2-(N',N''-dicyclohexyl-guanidino)-3-naphthalen-2-yl-propionamide

ID: ALA1160978

PubChem CID: 44346449

Max Phase: Preclinical

Molecular Formula: C40H53N5O

Molecular Weight: 619.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C([C@H](Cc1ccc2ccccc2c1)N/C(=N/C1CCCCC1)NC1CCCCC1)N(Cc1ccccc1)C1CN2CCC1CC2

Standard InChI:  InChI=1S/C40H53N5O/c46-39(45(28-30-12-4-1-5-13-30)38-29-44-24-22-33(38)23-25-44)37(27-31-20-21-32-14-10-11-15-34(32)26-31)43-40(41-35-16-6-2-7-17-35)42-36-18-8-3-9-19-36/h1,4-5,10-15,20-21,26,33,35-38H,2-3,6-9,16-19,22-25,27-29H2,(H2,41,42,43)/t37-,38?/m0/s1

Standard InChI Key:  DTGUAPQTFGCOSV-AIQPRDSRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1160978

   (2S)-N-(1-azabicyclo[2.2.2]octan-3-yl)-N-benzyl-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: 619.90

Molecular Weight (Monoisotopic): 619.4250

AlogP: 7.07

#Rotatable Bonds: 9

Polar Surface Area: 59.97

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 11.72

CX LogP: 7.57

CX LogD: 4.50

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.20

Np Likeness Score: -0.35

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