ID: ALA607717

Max Phase: Preclinical

Molecular Formula: C17H18N6O4

Molecular Weight: 370.37

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ncnc2c1ncn2C1O[C@H](C(=O)NCc2ccccc2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C17H18N6O4/c18-14-10-15(21-7-20-14)23(8-22-10)17-12(25)11(24)13(27-17)16(26)19-6-9-4-2-1-3-5-9/h1-5,7-8,11-13,17,24-25H,6H2,(H,19,26)(H2,18,20,21)/t11-,12+,13-,17?/m0/s1

Standard InChI Key:  VDAITUUOENAMKK-BORQHUKESA-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: 370.37

Molecular Weight (Monoisotopic): 370.1390

AlogP: -0.66

#Rotatable Bonds: 4

Polar Surface Area: 148.41

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.34

CX Basic pKa: 4.92

CX LogP: -0.63

CX LogD: -0.63

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.47

Np Likeness Score: 0.19

References

1. Umino T, Yoshioka K, Saitoh Y, Minakawa N, Nakata H, Matsuda A..  (2001)  Nucleosides and nucleotides. 200. Reinvestigation of 5'-N-ethylcarboxamidoadenosine derivatives: structure-activity relationships for P(3) purinoceptor-like proteins.,  44  (2): [PMID:11170630] [10.1021/jm000150k]

2. Prasad RN, Bariana DS, Fung A, Savic M, Tietje K, Stein HH, Brondyk H, Egan RS..  (1980)  Modification of the 5' position of purine nucleosides. 2. Synthesis and some cardiovascular properties of adenosine-5'-(N-substituted)carboxamides.,  23  (3): [PMID:7365748] [10.1021/jm00177a021]

3. Wnuk SF, Liu S, Yuan CS, Borchardt RT, Robins MJ..  (1996)  Inactivation of S-adenosyl-L-homocysteine hydrolase by amide and ester derivatives of adenosine-5'-carboxylic acid.,  39  (21): [PMID:8863793] [10.1021/jm960313y]

Source

Source(1):

• Scientific Literature