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

ID: ALA2372889

PubChem CID: 73351821

Max Phase: Preclinical

Molecular Formula: C37H40N6O12

Molecular Weight: 760.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)CC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCC(=O)O)NC(=O)CNC(=O)c1ccc2c(c1)-c1ccccc1C(=O)C2=O)C(=O)N1CCC[C@H]1C(=O)O

Standard InChI:  InChI=1S/C37H40N6O12/c38-28(44)13-11-25(36(53)43-16-4-8-27(43)37(54)55)41-34(51)26-7-3-15-42(26)35(52)24(12-14-30(46)47)40-29(45)18-39-33(50)19-9-10-22-23(17-19)20-5-1-2-6-21(20)31(48)32(22)49/h1-2,5-6,9-10,17,24-27H,3-4,7-8,11-16,18H2,(H2,38,44)(H,39,50)(H,40,45)(H,41,51)(H,46,47)(H,54,55)/t24-,25-,26-,27-/m0/s1

Standard InChI Key:  MJEWAXPOOZMNBP-FWEHEUNISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2372889

   (2S)-1-[(2S)-5-amino-2-[[(2S)-1-[(2S)-4-carboxy-2-[[2-[(9,10-dioxophenanthrene-3-carbonyl)amino]acetyl]amino]butanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoyl]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: 760.76

Molecular Weight (Monoisotopic): 760.2704

AlogP: -0.37

#Rotatable Bonds: 15

Polar Surface Area: 279.75

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.46

CX Basic pKa: ┄

CX LogP: -1.64

CX LogD: -8.16

Aromatic Rings: 2

Heavy Atoms: 55

QED Weighted: 0.13

Np Likeness Score: -0.30

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