ID: ALA2017015

Max Phase: Preclinical

Molecular Formula: C16H20N6O7S

Molecular Weight: 440.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(Cc1ccco1)c1ncnc2c1ncn2[C@@H]1O[C@H](COS(N)(=O)=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C16H20N6O7S/c1-21(5-9-3-2-4-27-9)14-11-15(19-7-18-14)22(8-20-11)16-13(24)12(23)10(29-16)6-28-30(17,25)26/h2-4,7-8,10,12-13,16,23-24H,5-6H2,1H3,(H2,17,25,26)/t10-,12-,13-,16-/m1/s1

Standard InChI Key:  HRSWTNPXWAWDJC-XNIJJKJLSA-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: 440.44

Molecular Weight (Monoisotopic): 440.1114

AlogP: -1.10

#Rotatable Bonds: 7

Polar Surface Area: 179.06

Molecular Species: NEUTRAL

HBA: 12

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.30

CX Basic pKa: 3.55

CX LogP: -0.89

CX LogD: -0.89

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.41

Np Likeness Score: -0.17

References

1. Lukkarila JL, da Silva SR, Ali M, Shahani VM, Xu GW, Berman J, Roughton A, Dhe-Paganon S, Schimmer AD, Gunning PT..  (2011)  Identification of NAE Inhibitors Exhibiting Potent Activity in Leukemia Cells: Exploring the Structural Determinants of NAE Specificity.,  2  (8): [PMID:24900352] [10.1021/ml2000615]

Source

Source(1):

• Scientific Literature