4-((1H-1,2,4-Triazol-1-yl)methyl)-2-(4-methoxyphenyl)-7Hpyrrolo[2,3-h]quinoline

ID: ALA2442761

PubChem CID: 136245971

Max Phase: Preclinical

Molecular Formula: C21H17N5O

Molecular Weight: 355.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(Cn3cncn3)c3ccc4[nH]ccc4c3n2)cc1

Standard InChI:  InChI=1S/C21H17N5O/c1-27-16-4-2-14(3-5-16)20-10-15(11-26-13-22-12-24-26)17-6-7-19-18(8-9-23-19)21(17)25-20/h2-10,12-13,23H,11H2,1H3

Standard InChI Key:  ZOVMLGBTXVPKFU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.7619   -4.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4712   -3.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4721   -4.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1831   -4.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9023   -4.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9017   -3.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1858   -2.8861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7581   -2.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5854   -2.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4262   -2.7401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1848   -5.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -5.7696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -6.5888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7990   -6.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2100   -6.0433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6566   -5.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3304   -3.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0459   -2.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0470   -2.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3266   -1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6139   -2.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7612   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4758   -2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2442761

   ---

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: 355.40

Molecular Weight (Monoisotopic): 355.1433

AlogP: 4.03

#Rotatable Bonds: 4

Polar Surface Area: 68.62

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.19

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -1.18

References

1. Ferlin MG, Carta D, Bortolozzi R, Ghodsi R, Chimento A, Pezzi V, Moro S, Hanke N, Hartmann RW, Basso G, Viola G..  (2013)  Design, synthesis, and structure-activity relationships of azolylmethylpyrroloquinolines as nonsteroidal aromatase inhibitors.,  56  (19): [PMID:24025069] [10.1021/jm400377z]

Source

Source(1):

• Scientific Literature