N-[(S)-1-(4-Chloro-3-methoxy-1-oxo-1H-isochromen-7-ylcarbamoyl)-2-phenyl-ethyl]-4-methyl-benzamide

ID: ALA150900

PubChem CID: 10074340

Max Phase: Preclinical

Molecular Formula: C27H23ClN2O5

Molecular Weight: 490.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1oc(=O)c2cc(NC(=O)[C@H](Cc3ccccc3)NC(=O)c3ccc(C)cc3)ccc2c1Cl

Standard InChI:  InChI=1S/C27H23ClN2O5/c1-16-8-10-18(11-9-16)24(31)30-22(14-17-6-4-3-5-7-17)25(32)29-19-12-13-20-21(15-19)26(33)35-27(34-2)23(20)28/h3-13,15,22H,14H2,1-2H3,(H,29,32)(H,30,31)/t22-/m0/s1

Standard InChI Key:  FBYLSWLYCHHMHE-QFIPXVFZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA150900

   N-[(2S)-1-[(4-chloro-3-methoxy-1-oxoisochromen-7-yl)amino]-1-oxo-3-phenylpropan-2-yl]-4-methylbenzamide

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: 490.94

Molecular Weight (Monoisotopic): 490.1295

AlogP: 4.74

#Rotatable Bonds: 7

Polar Surface Area: 97.64

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.70

CX Basic pKa: ┄

CX LogP: 5.18

CX LogD: 5.18

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: -0.65

References

1. Kerrigan JE, Oleksyszyn J, Kam CM, Selzler J, Powers JC..  (1995)  Mechanism-based isocoumarin inhibitors for human leukocyte elastase. Effect of the 7-amino substituent and 3-alkoxy group in 3-alkoxy-7-amino-4-chloroisocoumarins on inhibitory potency.,  38  (3): [PMID:7853347] [10.1021/jm00003a017]

Source

Source(1):

• Scientific Literature