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

ID: ALA4778478

PubChem CID: 162661543

Max Phase: Preclinical

Molecular Formula: C25H25N3O5

Molecular Weight: 447.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCn1c(C)c(C(=O)N2CC[C@H](N)C2)c2c(O)c3c(c(O)c21)C(=O)c1ccccc1C3=O

Standard InChI:  InChI=1S/C25H25N3O5/c1-3-9-28-12(2)16(25(33)27-10-8-13(26)11-27)17-20(28)24(32)19-18(23(17)31)21(29)14-6-4-5-7-15(14)22(19)30/h4-7,13,31-32H,3,8-11,26H2,1-2H3/t13-/m0/s1

Standard InChI Key:  IZFXKGLMOPLCFC-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

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   31.5665  -11.8631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   30.0774  -12.8392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8181   -9.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6173   -9.5859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2710   -9.1492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8665  -11.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2234  -10.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9310   -9.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7607   -8.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9479   -8.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6777  -10.0506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   32.6188  -12.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8716  -13.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  7 10  1  0
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 23 26  1  0
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 27 28  1  0
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 29 23  1  0
 27 30  1  6
 15 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4778478

   ---

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: 447.49

Molecular Weight (Monoisotopic): 447.1794

AlogP: 2.72

#Rotatable Bonds: 3

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: 2.53

CX LogD: 2.29

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.41

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]

Source

Source(1):

• Scientific Literature