5-{2-[3-Carboxy-1-(carboxymethyl-carbamoyl)-propylcarbamoyl]-pyrrolidin-1-yl}-4-{4-carboxy-2-[(9,10-dioxo-9,10-dihydro-phenanthrene-2-carbonyl)-amino]-butyrylamino}-5-oxo-pentanoic acid

ID: ALA2372877

PubChem CID: 10509519

Max Phase: Preclinical

Molecular Formula: C37H39N5O15

Molecular Weight: 793.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CC[C@H](NC(=O)c1ccc2c(c1)C(=O)C(=O)c1ccccc1-2)C(=O)N[C@@H](CCC(=O)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)O)C(=O)NCC(=O)O

Standard InChI:  InChI=1S/C37H39N5O15/c43-27(44)12-9-23(34(54)38-17-30(49)50)40-36(56)26-6-3-15-42(26)37(57)25(11-14-29(47)48)41-35(55)24(10-13-28(45)46)39-33(53)18-7-8-20-19-4-1-2-5-21(19)31(51)32(52)22(20)16-18/h1-2,4-5,7-8,16,23-26H,3,6,9-15,17H2,(H,38,54)(H,39,53)(H,40,56)(H,41,55)(H,43,44)(H,45,46)(H,47,48)(H,49,50)/t23-,24-,25-,26-/m0/s1

Standard InChI Key:  GGCFNCAHFRRDDC-CQJMVLFOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2372877

   (4S)-4-[[(2S)-1-[(2S)-4-carboxy-2-[[(2S)-4-carboxy-2-[(9,10-dioxophenanthrene-2-carbonyl)amino]butanoyl]amino]butanoyl]pyrrolidine-2-carbonyl]amino]-5-(carboxymethylamino)-5-oxopentanoic 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: 793.74

Molecular Weight (Monoisotopic): 793.2443

AlogP: -0.41

#Rotatable Bonds: 19

Polar Surface Area: 320.05

Molecular Species: ACID

HBA: 11

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.17

CX Basic pKa: ┄

CX LogP: -1.46

CX LogD: -14.36

Aromatic Rings: 2

Heavy Atoms: 57

QED Weighted: 0.08

Np Likeness Score: -0.14

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