1-((2R,4S,5S)-4-azido-5-(7H-indolo[2,3-c]quinolin-6-yl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

ID: ALA3422783

PubChem CID: 118735883

Max Phase: Preclinical

Molecular Formula: C24H19N7O3

Molecular Weight: 453.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](c3nc4ccccc4c4c3[nH]c3ccccc34)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C24H19N7O3/c1-12-11-31(24(33)28-23(12)32)18-10-17(29-30-25)22(34-18)21-20-19(13-6-2-4-8-15(13)26-20)14-7-3-5-9-16(14)27-21/h2-9,11,17-18,22,26H,10H2,1H3,(H,28,32,33)/t17-,18+,22-/m0/s1

Standard InChI Key:  CYPYTNLHSLPXKF-SVMVAKDDSA-N

Molfile:  

     RDKit          2D

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 13 32  1  1
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M  CHG  2  33   1  34  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3422783

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 453.46

Molecular Weight (Monoisotopic): 453.1549

AlogP: 4.37

#Rotatable Bonds: 3

Polar Surface Area: 141.53

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.96

CX Basic pKa: 0.78

CX LogP: 3.62

CX LogD: 3.51

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.24

Np Likeness Score: 0.31

References

1. Srihari P, Padmabhavani B, Ramesh S, Bharath Kumar Y, Singh A, Ummanni R..  (2015)  PMA-SiO2 catalyzed synthesis of indolo[2,3-c]quinolines as potent anti cancer agents.,  25  (11): [PMID:25933593] [10.1016/j.bmcl.2015.04.018]

Source

Source(1):

• Scientific Literature