ID: ALA4799843

Max Phase: Preclinical

Molecular Formula: C21H16N2O5S

Molecular Weight: 408.44

Molecule Type: Unknown

Representations

Canonical SMILES:  N[C@H]1CCN(C(=O)c2csc3c(O)c4c(c(O)c23)C(=O)c2ccccc2C4=O)C1

Standard InChI:  InChI=1S/C21H16N2O5S/c22-9-5-6-23(7-9)21(28)12-8-29-20-13(12)18(26)14-15(19(20)27)17(25)11-4-2-1-3-10(11)16(14)24/h1-4,8-9,26-27H,5-7,22H2/t9-/m0/s1

Standard InChI Key:  CIYYLIRNMOJGCH-VIFPVBQESA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 408.44

Molecular Weight (Monoisotopic): 408.0780

AlogP: 2.26

#Rotatable Bonds: 1

Polar Surface Area: 120.93

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.04

CX Basic pKa: 9.26

CX LogP: 2.00

CX LogD: 1.99

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.42

Np Likeness Score: -0.33

References

1. Tikhomirov AS,Litvinova VA,Andreeva DV,Tsvetkov VB,Dezhenkova LG,Volodina YL,Kaluzhny DN,Treshalin ID,Schols D,Ramonova AA,Moisenovich MM,Shtil AA,Shchekotikhin AE.  (2020)  Amides of pyrrole- and thiophene-fused anthraquinone derivatives: A role of the heterocyclic core in antitumor properties.,  199  [PMID:32428792] [10.1016/j.ejmech.2020.112294]

2. Volodina YL, Tikhomirov AS, Dezhenkova LG, Ramonova AA, Kononova AV, Andreeva DV, Kaluzhny DN, Schols D, Moisenovich MM, Shchekotikhin AE, Shtil AA..  (2021)  Thiophene-2-carboxamide derivatives of anthraquinone: A new potent antitumor chemotype.,  221  [PMID:34082225] [10.1016/j.ejmech.2021.113521]

Source

Source(1):

• Scientific Literature