(S)-2-(3-(3-Aminopyrrolidin-1-carbonyl)-4,11-dihydroxy-2-methyl-5,10-dioxo-1H-naphtho[2,3-f]indol-1-yl)acetic acid

ID: ALA4792926

PubChem CID: 162671139

Max Phase: Preclinical

Molecular Formula: C24H21N3O7

Molecular Weight: 463.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)N2CC[C@H](N)C2)c2c(O)c3c(c(O)c2n1CC(=O)O)C(=O)c1ccccc1C3=O

Standard InChI:  InChI=1S/C24H21N3O7/c1-10-15(24(34)26-7-6-11(25)8-26)16-19(27(10)9-14(28)29)23(33)18-17(22(16)32)20(30)12-4-2-3-5-13(12)21(18)31/h2-5,11,32-33H,6-9,25H2,1H3,(H,28,29)/t11-/m0/s1

Standard InChI Key:  NGNZVIHZKUWTCE-NSHDSACASA-N

Molfile:  

 
     RDKit          2D

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    8.1552  -17.2667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8089  -16.8299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2986  -16.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4858  -16.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3573  -20.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4095  -21.2677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7032  -19.8831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  8 18  2  0
  7 19  2  0
 12 20  1  0
 11 21  1  0
 17 22  1  0
 22 23  1  0
 22 24  2  0
 16 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 23  1  0
 27 30  1  6
 15 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4792926

   ---

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: 463.45

Molecular Weight (Monoisotopic): 463.1380

AlogP: 1.39

#Rotatable Bonds: 3

Polar Surface Area: 163.16

Molecular Species: ZWITTERION

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.90

CX Basic pKa: 8.99

CX LogP: -0.21

CX LogD: -0.40

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.33

Np Likeness Score: -0.25

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