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

ID: ALA153744

PubChem CID: 10029699

Max Phase: Preclinical

Molecular Formula: C26H20ClN3O7

Molecular Weight: 521.91

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H20ClN3O7/c1-36-26-22(27)19-12-9-17(14-20(19)25(33)37-26)28-24(32)21(13-15-5-3-2-4-6-15)29-23(31)16-7-10-18(11-8-16)30(34)35/h2-12,14,21H,13H2,1H3,(H,28,32)(H,29,31)/t21-/m0/s1

Standard InChI Key:  JTCTXIVHOMNTID-NRFANRHFSA-N

Molfile:  

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M  CHG  2   5   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA153744

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

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: 521.91

Molecular Weight (Monoisotopic): 521.0990

AlogP: 4.34

#Rotatable Bonds: 8

Polar Surface Area: 140.78

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.67

CX Basic pKa: ┄

CX LogP: 4.61

CX LogD: 4.61

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.26

Np Likeness Score: -0.81

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