3'-Deoxyadenosine 5'-O-ethyl-3-(2-hydroxyphenyl)propanoyl-(benzoxy-L-alaninyl)phosphate

ID: ALA5285778

Chembl Id: CHEMBL5285778

Max Phase: Preclinical

Molecular Formula: C31H33N6O7P

Molecular Weight: 632.61

Names and Identifiers

Canonical SMILES:  CC(C)(NP(=O)(OC[C@@H]1C[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O1)Oc1cccc2ccccc12)C(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C31H33N6O7P/c1-31(2,30(39)41-16-20-9-4-3-5-10-20)36-45(40,44-25-14-8-12-21-11-6-7-13-23(21)25)42-17-22-15-24(38)29(43-22)37-19-35-26-27(32)33-18-34-28(26)37/h3-14,18-19,22,24,29,38H,15-17H2,1-2H3,(H,36,40)(H2,32,33,34)/t22-,24+,29+,45?/m0/s1

Standard InChI Key:  GATZRAUFHPYTQD-MFTAARRESA-N

Alternative Forms

1. Parent:

   

   ALA5285778

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 632.61

Molecular Weight (Monoisotopic): 632.2148

AlogP: 4.53

#Rotatable Bonds: 11

Polar Surface Area: 172.94

Molecular Species: NEUTRAL

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.17

CX Basic pKa: 3.94

CX LogP: 3.50

CX LogD: 3.50

Aromatic Rings: 5

Heavy Atoms: 45

QED Weighted: 0.14

Np Likeness Score: 0.30

References

1. Serpi M, Ferrari V, McGuigan C, Ghazaly E, Pepper C..  (2022)  Synthesis and Characterization of NUC-7738, an Aryloxy Phosphoramidate of 3'-Deoxyadenosine, as a Potential Anticancer Agent.,  65  (23.0): [PMID:36417756] [10.1021/acs.jmedchem.2c01348]

Source

Source(1):

• Scientific Literature