3'-Deoxyadenosine 5'-O-naphth-1-yl(benzoxy-L-alaninyl)-phosphate

ID: ALA5273990

Chembl Id: CHEMBL5273990

Max Phase: Preclinical

Molecular Formula: C30H31N6O7P

Molecular Weight: 618.59

Names and Identifiers

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

Standard InChI:  InChI=1S/C30H31N6O7P/c1-19(30(38)40-15-20-8-3-2-4-9-20)35-44(39,43-25-13-7-11-21-10-5-6-12-23(21)25)41-16-22-14-24(37)29(42-22)36-18-34-26-27(31)32-17-33-28(26)36/h2-13,17-19,22,24,29,37H,14-16H2,1H3,(H,35,39)(H2,31,32,33)/t19-,22+,24-,29-,44?/m1/s1

Standard InChI Key:  IPJQVNCKIPFYDW-NHMVOCLBSA-N

Alternative Forms

1. Parent:

   

   ALA5273990

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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: 618.59

Molecular Weight (Monoisotopic): 618.1992

AlogP: 4.14

#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: 10.24

CX Basic pKa: 3.94

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.14

Np Likeness Score: 0.34

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