1-{2-[2-(4-Carbamoyl-2-{2-[(9,10-dioxo-9,10-dihydro-phenanthrene-3-carbonyl)-amino]-acetylamino}-butyrylamino)-acetylamino]-4-carboxy-butyryl}-pyrrolidine-2-carboxylic acid

ID: ALA2372883

PubChem CID: 10771154

Max Phase: Preclinical

Molecular Formula: C34H36N6O12

Molecular Weight: 720.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)CC[C@H](NC(=O)CNC(=O)c1ccc2c(c1)-c1ccccc1C(=O)C2=O)C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N1CCC[C@H]1C(=O)O

Standard InChI:  InChI=1S/C34H36N6O12/c35-25(41)11-9-22(32(49)37-16-27(43)39-23(10-12-28(44)45)33(50)40-13-3-6-24(40)34(51)52)38-26(42)15-36-31(48)17-7-8-20-21(14-17)18-4-1-2-5-19(18)29(46)30(20)47/h1-2,4-5,7-8,14,22-24H,3,6,9-13,15-16H2,(H2,35,41)(H,36,48)(H,37,49)(H,38,42)(H,39,43)(H,44,45)(H,51,52)/t22-,23-,24-/m0/s1

Standard InChI Key:  OSNSXJCEFKMYCZ-HJOGWXRNSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2372883

   (2S)-1-[(2S)-2-[[2-[[(2S)-5-amino-2-[[2-[(9,10-dioxophenanthrene-3-carbonyl)amino]acetyl]amino]-5-oxopentanoyl]amino]acetyl]amino]-4-carboxybutanoyl]pyrrolidine-2-carboxylic acid

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: 720.69

Molecular Weight (Monoisotopic): 720.2391

AlogP: -1.25

#Rotatable Bonds: 16

Polar Surface Area: 288.54

Molecular Species: ACID

HBA: 10

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.46

CX Basic pKa: ┄

CX LogP: -2.48

CX LogD: -8.95

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.10

Np Likeness Score: -0.27

References

1. Urbanek RA, Suchard SJ, Steelman GB, Knappenberger KS, Sygowski LA, Veale CA, Chapdelaine MJ..  (2001)  Potent reversible inhibitors of the protein tyrosine phosphatase CD45.,  44  (11): [PMID:11356112] [10.1021/jm000447i]

Source

Source(1):

• Scientific Literature