2-(2-{[1-(4-Carboxy-2-{2-[(9,10-dioxo-9,10-dihydro-phenanthrene-2-carbonyl)-amino]-5-guanidino-pentanoylamino}-butyryl)-pyrrolidine-2-carbonyl]-amino}-5-guanidino-pentanoylamino)-pentanedioic acid

ID: ALA3144419

PubChem CID: 10843466

Max Phase: Preclinical

Molecular Formula: C42H53N11O13

Molecular Weight: 919.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[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](CCCNC(=N)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O

Standard InChI:  InChI=1S/C42H53N11O13/c43-41(44)47-17-3-8-26(49-35(60)21-11-12-23-22-6-1-2-7-24(22)33(58)34(59)25(23)20-21)36(61)51-28(13-15-31(54)55)39(64)53-19-5-10-30(53)38(63)50-27(9-4-18-48-42(45)46)37(62)52-29(40(65)66)14-16-32(56)57/h1-2,6-7,11-12,20,26-30H,3-5,8-10,13-19H2,(H,49,60)(H,50,63)(H,51,61)(H,52,62)(H,54,55)(H,56,57)(H,65,66)(H4,43,44,47)(H4,45,46,48)/t26-,27-,28-,29-,30-/m0/s1

Standard InChI Key:  PEFCDHBHHURBTL-IIZANFQQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3144419

   (2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-4-carboxy-2-[[(2S)-5-(diaminomethylideneamino)-2-[(9,10-dioxophenanthrene-2-carbonyl)amino]pentanoyl]amino]butanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]pentanedioic 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: 919.95

Molecular Weight (Monoisotopic): 919.3824

AlogP: -1.38

#Rotatable Bonds: 24

Polar Surface Area: 406.55

Molecular Species: ZWITTERION

HBA: 12

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.32

CX Basic pKa: 11.83

CX LogP: -6.00

CX LogD: -8.81

Aromatic Rings: 2

Heavy Atoms: 66

QED Weighted: 0.02

Np Likeness Score: -0.02

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