[3-(3-{4-[2-(5-Nitro-2,3-dioxo-2,3-dihydro-indol-1-yl)-acetyl]-piperazine-1-carbonyl}-ureido)-phenyl]-carbamic acid butyl ester

ID: ALA313274

PubChem CID: 44318177

Max Phase: Preclinical

Molecular Formula: C27H29N7O9

Molecular Weight: 595.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCOC(=O)Nc1cccc(NC(=O)NC(=O)N2CCN(C(=O)CN3C(=O)C(=O)c4cc([N+](=O)[O-])ccc43)CC2)c1

Standard InChI:  InChI=1S/C27H29N7O9/c1-2-3-13-43-27(40)29-18-6-4-5-17(14-18)28-25(38)30-26(39)32-11-9-31(10-12-32)22(35)16-33-21-8-7-19(34(41)42)15-20(21)23(36)24(33)37/h4-8,14-15H,2-3,9-13,16H2,1H3,(H,29,40)(H2,28,30,38,39)

Standard InChI Key:  JGFAJTLEFAXHGK-UHFFFAOYSA-N

Molfile:  

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M  CHG  2   7   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA313274

   butyl N-[3-[[4-[2-(5-nitro-2,3-dioxoindol-1-yl)acetyl]piperazine-1-carbonyl]carbamoylamino]phenyl]carbamate

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: 595.57

Molecular Weight (Monoisotopic): 595.2027

AlogP: 2.56

#Rotatable Bonds: 8

Polar Surface Area: 200.60

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 16

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.07

CX Basic pKa: ┄

CX LogP: 1.69

CX LogD: 1.69

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.18

Np Likeness Score: -1.49

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