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

ID: ALA4793673

PubChem CID: 162672983

Max Phase: Preclinical

Molecular Formula: C25H23N3O6

Molecular Weight: 461.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Cn1c(C)c(C(=O)N2CC[C@H](N)C2)c2c(O)c3c(c(O)c21)C(=O)c1ccccc1C3=O

Standard InChI:  InChI=1S/C25H23N3O6/c1-11(29)9-28-12(2)16(25(34)27-8-7-13(26)10-27)17-20(28)24(33)19-18(23(17)32)21(30)14-5-3-4-6-15(14)22(19)31/h3-6,13,32-33H,7-10,26H2,1-2H3/t13-/m0/s1

Standard InChI Key:  RCJBWHWLBCWNKH-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

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   20.8341  -17.4731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4877  -17.0363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0833  -19.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.9774  -16.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1647  -16.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8944  -17.9377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0361  -20.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.3821  -20.0894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0884  -21.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  7 19  2  0
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 27 30  1  6
 15 31  1  0
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 32 33  2  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4793673

   ---

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: 461.47

Molecular Weight (Monoisotopic): 461.1587

AlogP: 1.90

#Rotatable Bonds: 3

Polar Surface Area: 142.93

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.62

CX Basic pKa: 8.85

CX LogP: 1.48

CX LogD: 1.25

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.40

Np Likeness Score: -0.22

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