(S)-4,11-Dihydroxy-5,10-dioxo-N-(pyrrolidin-3-yl)-5,10-dihydroanthra[2,3-b]thiophene-3-carboxamide

ID: ALA4792340

PubChem CID: 162672275

Max Phase: Preclinical

Molecular Formula: C21H16N2O5S

Molecular Weight: 408.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c1c(O)c1scc(C(=O)N[C@H]3CCNC3)c1c2O

Standard InChI:  InChI=1S/C21H16N2O5S/c24-16-10-3-1-2-4-11(10)17(25)15-14(16)18(26)13-12(8-29-20(13)19(15)27)21(28)23-9-5-6-22-7-9/h1-4,8-9,22,26-27H,5-7H2,(H,23,28)/t9-/m0/s1

Standard InChI Key:  DFYGFCHVGWDZCQ-VIFPVBQESA-N

Molfile:  

 
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   19.9193  -10.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7185  -10.0275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3722   -9.5908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9707   -9.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7471   -8.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7467   -8.1791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9693   -7.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4792340

   ---

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

Calculated Properties

Molecular Weight: 408.44

Molecular Weight (Monoisotopic): 408.0780

AlogP: 2.18

#Rotatable Bonds: 2

Polar Surface Area: 115.73

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.05

CX Basic pKa: 10.32

CX LogP: 2.01

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.38

Np Likeness Score: -0.18

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]

Source

Source(1):

• Scientific Literature