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

ID: ALA2372880

PubChem CID: 73354811

Max Phase: Preclinical

Molecular Formula: C34H37N7O11

Molecular Weight: 719.71

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)C(=O)C(=O)c1ccccc1-2)C(=O)NCC(=O)O

Standard InChI:  InChI=1S/C34H37N7O11/c35-25(42)11-9-22(32(50)38-16-28(45)46)40-33(51)24-6-3-13-41(24)34(52)23(10-12-26(36)43)39-27(44)15-37-31(49)17-7-8-19-18-4-1-2-5-20(18)29(47)30(48)21(19)14-17/h1-2,4-5,7-8,14,22-24H,3,6,9-13,15-16H2,(H2,35,42)(H2,36,43)(H,37,49)(H,38,50)(H,39,44)(H,40,51)(H,45,46)/t22-,23-,24-/m0/s1

Standard InChI Key:  OTHZQMVMFCZPJU-HJOGWXRNSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2372880

   2-[[(2S)-5-amino-2-[[(2S)-1-[(2S)-5-amino-2-[[2-[(9,10-dioxophenanthrene-2-carbonyl)amino]acetyl]amino]-5-oxopentanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoyl]amino]acetic 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: 719.71

Molecular Weight (Monoisotopic): 719.2551

AlogP: -1.85

#Rotatable Bonds: 16

Polar Surface Area: 294.33

Molecular Species: ACID

HBA: 10

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.58

CX Basic pKa: ┄

CX LogP: -3.29

CX LogD: -6.64

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.09

Np Likeness Score: -0.37

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