ID: ALA3427693

Max Phase: Preclinical

Molecular Formula: C16H23N5O5

Molecular Weight: 365.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCC(=O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C16H23N5O5/c1-2-3-4-5-10(22)25-6-9-12(23)13(24)16(26-9)21-8-20-11-14(17)18-7-19-15(11)21/h7-9,12-13,16,23-24H,2-6H2,1H3,(H2,17,18,19)/t9-,12-,13-,16-/m1/s1

Standard InChI Key:  PUWYZGSAWFBGOJ-RVXWVPLUSA-N

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

Properties

Molecular Weight: 365.39

Molecular Weight (Monoisotopic): 365.1699

AlogP: 0.15

#Rotatable Bonds: 7

Polar Surface Area: 145.61

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.46

CX Basic pKa: 3.94

CX LogP: 0.38

CX LogD: 0.38

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: 1.05

References

1. Tatani K, Hiratochi M, Nonaka Y, Isaji M, Shuto S..  (2015)  Identification of 8-aminoadenosine derivatives as a new class of human concentrative nucleoside transporter 2 inhibitors.,  6  (3): [PMID:25815140] [10.1021/ml500343r]

2. Wei W, Shi WK, Wang PF, Zeng XT, Li P, Zhang JR, Li Q, Tang ZP, Peng J, Wu LZ, Xie MQ, Liu C, Li XH, Wang YC, Xiao ZP, Zhu HL..  (2015)  Adenosine analogs as inhibitors of tyrosyl-tRNA synthetase: Design, synthesis and antibacterial evaluation.,  23  (20): [PMID:26404408] [10.1016/j.bmc.2015.09.018]

Source

Source(1):

• Scientific Literature