4-[2-(2-Acetylamino-propionylamino)-3-hydroxy-butyrylamino]-4-[({3-carbamoyl-1-[1-carboxy-2-(9,10-dioxo-9,10-dihydro-phenanthren-2-ylcarbamoyl)-ethylcarbamoyl]-propylcarbamoyl}-methyl)-carbamoyl]-butyric acid

ID: ALA2372891

PubChem CID: 73353298

Max Phase: Preclinical

Molecular Formula: C39H46N8O15

Molecular Weight: 866.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](C)C(=O)N[C@H](C(=O)N[C@@H](CCC(=O)O)C(=O)NCC(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(=O)Nc1ccc2c(c1)C(=O)C(=O)c1ccccc1-2)C(=O)O)[C@@H](C)O

Standard InChI:  InChI=1S/C39H46N8O15/c1-17(42-19(3)49)35(57)47-32(18(2)48)38(60)45-25(11-13-31(53)54)36(58)41-16-30(52)44-26(10-12-28(40)50)37(59)46-27(39(61)62)15-29(51)43-20-8-9-22-21-6-4-5-7-23(21)33(55)34(56)24(22)14-20/h4-9,14,17-18,25-27,32,48H,10-13,15-16H2,1-3H3,(H2,40,50)(H,41,58)(H,42,49)(H,43,51)(H,44,52)(H,45,60)(H,46,59)(H,47,57)(H,53,54)(H,61,62)/t17-,18+,25-,26-,27-,32-/m0/s1

Standard InChI Key:  LEQYHXGFWKJMNW-ZVPJGKJESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2372891

   (4S)-4-[[(2S,3R)-2-[[(2S)-2-acetamidopropanoyl]amino]-3-hydroxybutanoyl]amino]-5-[[2-[[(2S)-5-amino-1-[[(1S)-1-carboxy-3-[(9,10-dioxophenanthren-2-yl)amino]-3-oxopropyl]amino]-1,5-dioxopentan-2-yl]amino]-2-oxoethyl]amino]-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: 866.84

Molecular Weight (Monoisotopic): 866.3083

AlogP: -2.76

#Rotatable Bonds: 22

Polar Surface Area: 375.76

Molecular Species: ACID

HBA: 13

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.37

CX Basic pKa: ┄

CX LogP: -4.42

CX LogD: -10.98

Aromatic Rings: 2

Heavy Atoms: 62

QED Weighted: 0.05

Np Likeness Score: -0.12

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