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

ID: ALA153668

PubChem CID: 44367841

Max Phase: Preclinical

Molecular Formula: C33H27ClN4O6

Molecular Weight: 611.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1oc(=O)c2cc(NC(=O)C(Cc3ccccc3)NC(=O)c3cccc(NC(=O)Nc4ccccc4)c3)ccc2c1Cl

Standard InChI:  InChI=1S/C33H27ClN4O6/c1-43-32-28(34)25-16-15-24(19-26(25)31(41)44-32)35-30(40)27(17-20-9-4-2-5-10-20)38-29(39)21-11-8-14-23(18-21)37-33(42)36-22-12-6-3-7-13-22/h2-16,18-19,27H,17H2,1H3,(H,35,40)(H,38,39)(H2,36,37,42)

Standard InChI Key:  IMYOQNOHLKPZBZ-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA153668

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

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: 611.05

Molecular Weight (Monoisotopic): 610.1619

AlogP: 6.08

#Rotatable Bonds: 9

Polar Surface Area: 138.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.38

CX Basic pKa: ┄

CX LogP: 5.81

CX LogD: 5.81

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.16

Np Likeness Score: -0.73

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