N-{1-[3-(2-Bromo-ethoxy)-4-chloro-1-oxo-1H-isochromen-7-ylcarbamoyl]-2-phenyl-ethyl}-3-(3-phenyl-ureido)-benzamide

ID: ALA358942

PubChem CID: 44367860

Max Phase: Preclinical

Molecular Formula: C34H28BrClN4O6

Molecular Weight: 703.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1)Nc1cccc(C(=O)NC(Cc2ccccc2)C(=O)Nc2ccc3c(Cl)c(OCCBr)oc(=O)c3c2)c1

Standard InChI:  InChI=1S/C34H28BrClN4O6/c35-16-17-45-33-29(36)26-15-14-25(20-27(26)32(43)46-33)37-31(42)28(18-21-8-3-1-4-9-21)40-30(41)22-10-7-13-24(19-22)39-34(44)38-23-11-5-2-6-12-23/h1-15,19-20,28H,16-18H2,(H,37,42)(H,40,41)(H2,38,39,44)

Standard InChI Key:  SRLWDHBJTGQOLR-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA358942

   N-[1-[[3-(2-bromoethoxy)-4-chloro-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: 703.98

Molecular Weight (Monoisotopic): 702.0881

AlogP: 6.84

#Rotatable Bonds: 11

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: 6.66

CX LogD: 6.66

Aromatic Rings: 5

Heavy Atoms: 46

QED Weighted: 0.11

Np Likeness Score: -0.78

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