2-amino-4-(5-methyl-2-phenyl-1H-indol-3-yl)-6-phenyl-4H-pyran-3-carbonitrile

ID: ALA2349100

PubChem CID: 71578595

Max Phase: Preclinical

Molecular Formula: C27H21N3O

Molecular Weight: 403.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2[nH]c(-c3ccccc3)c(C3C=C(c4ccccc4)OC(N)=C3C#N)c2c1

Standard InChI:  InChI=1S/C27H21N3O/c1-17-12-13-23-21(14-17)25(26(30-23)19-10-6-3-7-11-19)20-15-24(18-8-4-2-5-9-18)31-27(29)22(20)16-28/h2-15,20,30H,29H2,1H3

Standard InChI Key:  QKGLFUWNFFZATM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.0305   -5.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2349100

   2-amino-4-(5-methyl-2-phenyl-1H-indol-3-yl)-6-phenyl-4H-pyran-3-carbonitrile

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: 403.49

Molecular Weight (Monoisotopic): 403.1685

AlogP: 5.99

#Rotatable Bonds: 3

Polar Surface Area: 74.83

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.98

CX Basic pKa: 2.10

CX LogP: 5.34

CX LogD: 5.34

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: -0.38

References

1. Saundane AR, Vijaykumar K, Vaijinath AV..  (2013)  Synthesis of novel 2-amino-4-(5'-substituted 2'-phenyl-1H-indol-3'-yl)-6-aryl-4H-pyran-3-carbonitrile derivatives as antimicrobial and antioxidant agents.,  23  (7): [PMID:23454016] [10.1016/j.bmcl.2013.02.036]

Source

Source(1):

• Scientific Literature