N-(4-(Adamantan-1-ylethynyl)phenyl)-4-(((S)-4-((6-(methoxymethyl)pyridin-3-yl)methyl)-2-methylpiperazin-1-yl)methyl)benzamide

ID: ALA3335427

PubChem CID: 118714452

Max Phase: Preclinical

Molecular Formula: C39H46N4O2

Molecular Weight: 602.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCc1ccc(CN2CCN(Cc3ccc(C(=O)Nc4ccc(C#CC56CC7CC(CC(C7)C5)C6)cc4)cc3)[C@@H](C)C2)cn1

Standard InChI:  InChI=1S/C39H46N4O2/c1-28-24-42(25-31-7-12-37(27-45-2)40-23-31)15-16-43(28)26-30-3-8-35(9-4-30)38(44)41-36-10-5-29(6-11-36)13-14-39-20-32-17-33(21-39)19-34(18-32)22-39/h3-12,23,28,32-34H,15-22,24-27H2,1-2H3,(H,41,44)/t28-,32?,33?,34?,39?/m0/s1

Standard InChI Key:  WGKHIIOJTRYMFF-LIZUPSOTSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3335427

   ---

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: 602.82

Molecular Weight (Monoisotopic): 602.3621

AlogP: 6.75

#Rotatable Bonds: 8

Polar Surface Area: 57.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.48

CX LogP: 6.56

CX LogD: 6.22

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.29

Np Likeness Score: -1.10

References

1. Nagao S, Yamane Y, Funasaka S, Tanaka K, Miyazaki K, Kotake Y, Kamata J, Watanabe-Miyano S, Toyama O, Ozawa Y, Mizui Y, Okamoto K, Ito D..  (2014)  Synthesis and structure-activity relationships of novel, potent, orally active hypoxia-inducible factor-1 inhibitors.,  22  (19): [PMID:25139751] [10.1016/j.bmc.2014.07.020]

Source

Source(1):

• Scientific Literature