(2S)-2-acetamido-3-((2S)-2-((2S,3R)-1-(1-amino-3-(naphthalen-1-yl)-1-oxopropan-2-ylamino)-3-hydroxy-1-oxobutan-2-ylcarbamoyl)pyrrolidin-1-yl)-3-oxopropyl dihydrogen phosphate

ID: ALA2369532

Chembl Id: CHEMBL2369532

PubChem CID: 73348411

Max Phase: Preclinical

Molecular Formula: C27H36N5O10P

Molecular Weight: 621.58

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](COP(=O)(O)O)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@@H](Cc1cccc2ccccc12)C(N)=O)[C@@H](C)O

Standard InChI:  InChI=1S/C27H36N5O10P/c1-15(33)23(26(37)30-20(24(28)35)13-18-9-5-8-17-7-3-4-10-19(17)18)31-25(36)22-11-6-12-32(22)27(38)21(29-16(2)34)14-42-43(39,40)41/h3-5,7-10,15,20-23,33H,6,11-14H2,1-2H3,(H2,28,35)(H,29,34)(H,30,37)(H,31,36)(H2,39,40,41)/t15-,20+,21+,22+,23+/m1/s1

Standard InChI Key:  YZPWVLRUFJPKLM-GQWWAVAVSA-N

Alternative Forms

1. Parent:

   

   ALA2369532

   Ac-Ser(PO3H2)-Pro-Thr-1Nal-NH2

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: 621.58

Molecular Weight (Monoisotopic): 621.2200

AlogP: -1.18

#Rotatable Bonds: 13

Polar Surface Area: 237.69

Molecular Species: ACID

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.36

CX Basic pKa: ┄

CX LogP: -2.06

CX LogD: -5.47

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.13

Np Likeness Score: -0.07

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