2-cyano-3-(1-(2-hydroxy-3-(pyrrolidin-1-yl)propyl)-2-methyl-1H-indol-3-yl)-N-octylacrylamide

ID: ALA2312415

PubChem CID: 71716723

Max Phase: Preclinical

Molecular Formula: C28H40N4O2

Molecular Weight: 464.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCNC(=O)/C(C#N)=C/c1c(C)n(CC(O)CN2CCCC2)c2ccccc12

Standard InChI:  InChI=1S/C28H40N4O2/c1-3-4-5-6-7-10-15-30-28(34)23(19-29)18-26-22(2)32(27-14-9-8-13-25(26)27)21-24(33)20-31-16-11-12-17-31/h8-9,13-14,18,24,33H,3-7,10-12,15-17,20-21H2,1-2H3,(H,30,34)/b23-18+

Standard InChI Key:  DQHIJWOMMVYHCW-PTGBLXJZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2312415

   (E)-2-cyano-3-[1-(2-hydroxy-3-pyrrolidin-1-ylpropyl)-2-methylindol-3-yl]-N-octylprop-2-enamide

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: 464.65

Molecular Weight (Monoisotopic): 464.3151

AlogP: 4.79

#Rotatable Bonds: 13

Polar Surface Area: 81.29

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.54

CX LogP: 4.78

CX LogD: 2.65

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: -1.01

References

1. Gordon CP, Venn-Brown B, Robertson MJ, Young KA, Chau N, Mariana A, Whiting A, Chircop M, Robinson PJ, McCluskey A..  (2013)  Development of second-generation indole-based dynamin GTPase inhibitors.,  56  (1): [PMID:23167654] [10.1021/jm300844m]

Source

Source(1):

• Scientific Literature