Penicinotam

ID: ALA1084652

PubChem CID: 46890176

Max Phase: Preclinical

Molecular Formula: C15H10N2O2

Molecular Weight: 250.26

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Penicinotam | Penicinotam|CHEMBL1084652

Canonical SMILES:  Cn1c2c(c(=O)c3ccccc31)C(=O)n1cccc1-2

Standard InChI:  InChI=1S/C15H10N2O2/c1-16-10-6-3-2-5-9(10)14(18)12-13(16)11-7-4-8-17(11)15(12)19/h2-8H,1H3

Standard InChI Key:  YBFDBOCHDKHFSQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
    3.0417    0.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0404   -0.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7524   -1.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7504    0.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4676    0.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667   -0.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1792   -1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1810    0.6300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1771   -1.8494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1806    1.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8979    0.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8939   -0.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6775   -0.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6839    0.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1635   -0.2028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9460    0.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9502    0.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1703    1.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9301   -1.6551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0
  7  9  2  0
  4  1  1  0
  8 10  1  0
 11 12  2  0
  5  6  1  0
  2  3  1  0
 12 13  1  0
 13 15  1  0
 14 11  1  0
 14 15  1  0
  3  6  2  0
  1  2  2  0
  5  8  1  0
  6  7  1  0
  7 12  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  2  0
 11  8  1  0
 13 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1084652

   PENICINOTAM

Molecule Features

Natural Product: Yes

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: 250.26

Molecular Weight (Monoisotopic): 250.0742

AlogP: 2.01

#Rotatable Bonds: ┄

Polar Surface Area: 44.00

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.21

CX LogD: 1.21

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.48

Np Likeness Score: -0.47

References

1. Shao CL, Wang CY, Gu YC, Wei MY, Pan JH, Deng DS, She ZG, Lin YC..  (2010)  Penicinoline, a new pyrrolyl 4-quinolinone alkaloid with an unprecedented ring system from an endophytic fungus Penicillium sp.,  20  (11): [PMID:20452770] [10.1016/j.bmcl.2010.04.043]

Source

Source(1):

• Scientific Literature