1-benzyl-5-(7-(diethylamino)-2-oxo-2H-chromen-6-yl)-1H-pyrrole-2-carbonitrile

ID: ALA3974043

PubChem CID: 134154230

Max Phase: Preclinical

Molecular Formula: C25H23N3O2

Molecular Weight: 397.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)c1cc2oc(=O)ccc2cc1-c1ccc(C#N)n1Cc1ccccc1

Standard InChI:  InChI=1S/C25H23N3O2/c1-3-27(4-2)23-15-24-19(10-13-25(29)30-24)14-21(23)22-12-11-20(16-26)28(22)17-18-8-6-5-7-9-18/h5-15H,3-4,17H2,1-2H3

Standard InChI Key:  BSKNFIKTIOWYFC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.7588  -17.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4711  -17.8411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0441  -13.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2168  -13.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 19  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3974043

   ---

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: 397.48

Molecular Weight (Monoisotopic): 397.1790

AlogP: 5.03

#Rotatable Bonds: 6

Polar Surface Area: 62.17

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.15

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: -0.59

References

1. Kinoshita M, Negishi M, Sakai H, Hirano T, Mori S, Fujii S, Kagechika H, Tanatani A..  (2016)  Development of 6-arylcoumarins as nonsteroidal progesterone antagonists. Structure-activity relationships and fluorescence properties.,  24  (21): [PMID:27665178] [10.1016/j.bmc.2016.09.020]

Source

Source(1):

• Scientific Literature