2-((2-(4-(1H-imidazol-1-yl)phenoxy)ethyl)(benzo[d][1,3]dioxol-5-ylmethyl)amino)-N-(3-(2-methylpiperidin-1-yl)propyl)acetamide

ID: ALA233441

PubChem CID: 10414738

Max Phase: Preclinical

Molecular Formula: C30H39N5O4

Molecular Weight: 533.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CCCCN1CCCNC(=O)CN(CCOc1ccc(-n2ccnc2)cc1)Cc1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C30H39N5O4/c1-24-5-2-3-14-34(24)15-4-12-32-30(36)21-33(20-25-6-11-28-29(19-25)39-23-38-28)17-18-37-27-9-7-26(8-10-27)35-16-13-31-22-35/h6-11,13,16,19,22,24H,2-5,12,14-15,17-18,20-21,23H2,1H3,(H,32,36)

Standard InChI Key:  NWNRAEPFIKOHBQ-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA233441

   2-[1,3-benzodioxol-5-ylmethyl-[2-(4-imidazol-1-ylphenoxy)ethyl]amino]-N-[3-(2-methylpiperidin-1-yl)propyl]acetamide

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: 533.67

Molecular Weight (Monoisotopic): 533.3002

AlogP: 3.86

#Rotatable Bonds: 13

Polar Surface Area: 81.09

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.49

CX LogP: 3.19

CX LogD: 1.01

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.33

Np Likeness Score: -1.78

References

1. Wei RG, Adler M, Davey D, Ho E, Mohan R, Polokoff M, Tseng JL, Whitlow M, Xu W, Yuan S, Phillips G..  (2007)  1-(1,3-Benzodioxol-5-ylmethyl)-3-[4-(1H-imidazol-1-yl)phenoxy]-piperidine analogs as potent and selective inhibitors of nitric oxide formation.,  17  (9): [PMID:17368901] [10.1016/j.bmcl.2007.02.053]

Source

Source(1):

• Scientific Literature