(E/Z)-(S)-3-(3-Aminopyrrolidine-1-carbonyl)-4,11-dihydroxy-2-methylanthra[2,3-b]furan-5,10-dione methanesulfonate

ID: ALA3775181

Chembl Id: CHEMBL3775181

PubChem CID: 137631210

Max Phase: Preclinical

Molecular Formula: C23H22N2O9S

Molecular Weight: 406.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)O.Cc1oc2c(O)c3c(c(O)c2c1C(=O)N1CC[C@H](N)C1)C(=O)c1ccccc1C3=O

Standard InChI:  InChI=1S/C22H18N2O6.CH4O3S/c1-9-13(22(29)24-7-6-10(23)8-24)16-19(27)14-15(20(28)21(16)30-9)18(26)12-5-3-2-4-11(12)17(14)25;1-5(2,3)4/h2-5,10,27-28H,6-8,23H2,1H3;1H3,(H,2,3,4)/t10-;/m0./s1

Standard InChI Key:  DKTINRPQDJMJSR-PPHPATTJSA-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

Calculated Properties

Molecular Weight: 406.39

Molecular Weight (Monoisotopic): 406.1165

AlogP: 2.10

#Rotatable Bonds: 1

Polar Surface Area: 134.07

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.71

CX Basic pKa: 9.22

CX LogP: 1.48

CX LogD: 1.54

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.41

Np Likeness Score: 0.10

References

1. Shchekotikhin AE, Dezhenkova LG, Tsvetkov VB, Luzikov YN, Volodina YL, Tatarskiy VV, Kalinina AA, Treshalin MI, Treshalina HM, Romanenko VI, Kaluzhny DN, Kubbutat M, Schols D, Pommier Y, Shtil AA, Preobrazhenskaya MN..  (2016)  Discovery of antitumor anthra[2,3-b]furan-3-carboxamides: Optimization of synthesis and evaluation of antitumor properties.,  112  [PMID:26890118] [10.1016/j.ejmech.2016.01.050]

Source

Source(1):

• Scientific Literature