(S)-2-acetamido-3-((S)-2-((2S,3S)-1-((S)-1-amino-1-oxo-3-phenylpropan-2-ylamino)-3-methyl-1-oxopentan-2-ylcarbamoyl)pyrrolidin-1-yl)-3-oxopropyl dihydrogen phosphate

ID: ALA1784776

Chembl Id: CHEMBL1784776

PubChem CID: 53310423

Max Phase: Preclinical

Molecular Formula: C25H38N5O9P

Molecular Weight: 583.58

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](COP(=O)(O)O)NC(C)=O)C(=O)N[C@@H](Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C25H38N5O9P/c1-4-15(2)21(24(34)28-18(22(26)32)13-17-9-6-5-7-10-17)29-23(33)20-11-8-12-30(20)25(35)19(27-16(3)31)14-39-40(36,37)38/h5-7,9-10,15,18-21H,4,8,11-14H2,1-3H3,(H2,26,32)(H,27,31)(H,28,34)(H,29,33)(H2,36,37,38)/t15-,18-,19-,20-,21-/m0/s1

Standard InChI Key:  YGQLHBBLHAXKIS-JMMIECQRSA-N

Alternative Forms

1. Parent:

   

   ALA1784776

   (S)-2-acetamido-3-((S)-2-((2S,3S)-1-((S)-1-amino-1-oxo-3-phenylpropan-2-ylamino)-3-methyl-1-oxopentan-2-ylcarbamoyl)pyrrolidin-1-yl)-3-oxopropyl dihydrogen phosphate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 583.58

Molecular Weight (Monoisotopic): 583.2407

AlogP: -0.66

#Rotatable Bonds: 14

Polar Surface Area: 217.46

Molecular Species: ACID

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.36

CX Basic pKa: ┄

CX LogP: -1.09

CX LogD: -4.50

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.15

Np Likeness Score: -0.11

References

1. Yuan Z, Kumar EA, Kizhake S, Natarajan A..  (2011)  Structure-activity relationship studies to probe the phosphoprotein binding site on the carboxy terminal domains of the breast cancer susceptibility gene 1.,  54  (12): [PMID:21574625] [10.1021/jm1016413]

Source

Source(1):

• Scientific Literature