(S)-4,11-Dihydroxy-2-methyl-5,10-dioxo-N-(pyrrolidin-3-yl)-1H-naphtho[2,3-f]indole-3-carboxamide

ID: ALA4788358

PubChem CID: 162669522

Max Phase: Preclinical

Molecular Formula: C22H19N3O5

Molecular Weight: 405.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1[nH]c2c(O)c3c(c(O)c2c1C(=O)N[C@H]1CCNC1)C(=O)c1ccccc1C3=O

Standard InChI:  InChI=1S/C22H19N3O5/c1-9-13(22(30)25-10-6-7-23-8-10)14-17(24-9)21(29)16-15(20(14)28)18(26)11-4-2-3-5-12(11)19(16)27/h2-5,10,23-24,28-29H,6-8H2,1H3,(H,25,30)/t10-/m0/s1

Standard InChI Key:  LPFPHLLFVCQNCX-JTQLQIEISA-N

Molfile:  

 
     RDKit          2D

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    7.7838  -10.1596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4374   -9.7228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0330  -11.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0360   -9.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8124   -9.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8120   -8.3112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 30 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4788358

   ---

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: 405.41

Molecular Weight (Monoisotopic): 405.1325

AlogP: 1.75

#Rotatable Bonds: 2

Polar Surface Area: 131.52

Molecular Species: BASE

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.67

CX Basic pKa: 10.36

CX LogP: 1.39

CX LogD: 1.11

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.32

Np Likeness Score: 0.04

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