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

ID: ALA2372898

PubChem CID: 73356356

Max Phase: Preclinical

Molecular Formula: C37H41N7O11

Molecular Weight: 759.77

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C37H41N7O11/c38-28(45)13-11-24(41-30(47)18-40-33(50)19-9-10-22-23(17-19)20-5-1-2-6-21(20)31(48)32(22)49)35(52)43-15-3-7-26(43)34(51)42-25(12-14-29(39)46)36(53)44-16-4-8-27(44)37(54)55/h1-2,5-6,9-10,17,24-27H,3-4,7-8,11-16,18H2,(H2,38,45)(H2,39,46)(H,40,50)(H,41,47)(H,42,51)(H,54,55)/t24-,25-,26-,27-/m0/s1

Standard InChI Key:  AWTUWVXFKPDVME-FWEHEUNISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2372898

   (2S)-1-[(2S)-5-amino-2-[[(2S)-1-[(2S)-5-amino-2-[[2-[(9,10-dioxophenanthrene-3-carbonyl)amino]acetyl]amino]-5-oxopentanoyl]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: 759.77

Molecular Weight (Monoisotopic): 759.2864

AlogP: -0.97

#Rotatable Bonds: 15

Polar Surface Area: 285.54

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.63

CX Basic pKa: ┄

CX LogP: -2.45

CX LogD: -5.78

Aromatic Rings: 2

Heavy Atoms: 55

QED Weighted: 0.12

Np Likeness Score: -0.36

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