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

ID: ALA2372882

PubChem CID: 11803410

Max Phase: Preclinical

Molecular Formula: C37H41N7O13

Molecular Weight: 791.77

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C37H41N7O13/c38-27(45)12-9-24(42-33(52)18-7-8-21-22(16-18)19-4-1-2-5-20(19)31(50)32(21)51)35(54)43-23(11-14-30(48)49)34(53)40-17-29(47)41-25(10-13-28(39)46)36(55)44-15-3-6-26(44)37(56)57/h1-2,4-5,7-8,16,23-26H,3,6,9-15,17H2,(H2,38,45)(H2,39,46)(H,40,53)(H,41,47)(H,42,52)(H,43,54)(H,48,49)(H,56,57)/t23-,24-,25-,26-/m0/s1

Standard InChI Key:  KXZDCZJTUWNRSZ-CQJMVLFOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2372882

   (2S)-1-[(2S)-5-amino-2-[[2-[[(2S)-2-[[(2S)-5-amino-2-[(9,10-dioxophenanthrene-3-carbonyl)amino]-5-oxopentanoyl]amino]-4-carboxybutanoyl]amino]acetyl]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: 791.77

Molecular Weight (Monoisotopic): 791.2762

AlogP: -1.61

#Rotatable Bonds: 19

Polar Surface Area: 331.63

Molecular Species: ACID

HBA: 11

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.52

CX Basic pKa: ┄

CX LogP: -3.08

CX LogD: -9.56

Aromatic Rings: 2

Heavy Atoms: 57

QED Weighted: 0.07

Np Likeness Score: -0.18

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