1-(3-Cyano-phenyl)-3-{4-[2-(2,3-dioxo-5-trifluoromethoxy-2,3-dihydro-indol-1-yl)-acetyl]-piperazine-1-carbonyl}-urea

ID: ALA313967

PubChem CID: 44462125

Max Phase: Preclinical

Molecular Formula: C24H19F3N6O6

Molecular Weight: 544.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(NC(=O)NC(=O)N2CCN(C(=O)CN3C(=O)C(=O)c4cc(OC(F)(F)F)ccc43)CC2)c1

Standard InChI:  InChI=1S/C24H19F3N6O6/c25-24(26,27)39-16-4-5-18-17(11-16)20(35)21(36)33(18)13-19(34)31-6-8-32(9-7-31)23(38)30-22(37)29-15-3-1-2-14(10-15)12-28/h1-5,10-11H,6-9,13H2,(H2,29,30,37,38)

Standard InChI Key:  JAZJLNXAVOCTBQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.3875   -6.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -8.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7  6  1  0
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  3  4  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA313967

   N-[(3-cyanophenyl)carbamoyl]-4-[2-[2,3-dioxo-5-(trifluoromethoxy)indol-1-yl]acetyl]piperazine-1-carboxamide

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: 544.45

Molecular Weight (Monoisotopic): 544.1318

AlogP: 2.07

#Rotatable Bonds: 4

Polar Surface Area: 152.15

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.10

CX Basic pKa: ┄

CX LogP: 1.86

CX LogD: 1.86

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.56

Np Likeness Score: -1.72

References

1. Shuttleworth SJ, Nasturica D, Gervais C, Siddiqui MA, Rando RF, Lee N..  (2000)  Parallel synthesis of isatin-based serine protease inhibitors.,  10  (22): [PMID:11086715] [10.1016/s0960-894x(00)00523-0]

Source

Source(1):

• Scientific Literature