(S)-3-(3-Aminopyrrolidin-1-carbonyl)-1-ethyl-4,11-dihydroxy-2-methyl-1H-naphtho[2,3-f]indole-5,10-dione

ID: ALA4781602

PubChem CID: 162664733

Max Phase: Preclinical

Molecular Formula: C24H23N3O5

Molecular Weight: 433.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1c(C)c(C(=O)N2CC[C@H](N)C2)c2c(O)c3c(c(O)c21)C(=O)c1ccccc1C3=O

Standard InChI:  InChI=1S/C24H23N3O5/c1-3-27-11(2)15(24(32)26-9-8-12(25)10-26)16-19(27)23(31)18-17(22(16)30)20(28)13-6-4-5-7-14(13)21(18)29/h4-7,12,30-31H,3,8-10,25H2,1-2H3/t12-/m0/s1

Standard InChI Key:  IFZRZLVQJKIXJK-LBPRGKRZSA-N

Molfile:  

 
     RDKit          2D

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   19.3144   -9.4174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   21.2668  -10.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9744   -9.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8041   -9.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9913   -9.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.6622  -13.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 29 23  1  0
 27 30  1  6
 15 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781602

   ---

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: 433.46

Molecular Weight (Monoisotopic): 433.1638

AlogP: 2.33

#Rotatable Bonds: 2

Polar Surface Area: 125.86

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.62

CX Basic pKa: 9.56

CX LogP: 2.01

CX LogD: 1.76

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.42

Np Likeness Score: -0.29

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