Peganole

ID: ALA2165578

Cas Number: 36101-54-9

PubChem CID: 3756584

Max Phase: Preclinical

Molecular Formula: C11H12N2O

Molecular Weight: 188.23

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Peganole | Peganole|36101-54-9|1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-9-ol|CHEMBL2165578|Peganole, 95%, solid|SCHEMBL4111529|RDWJAMWCGSWTQS-UHFFFAOYSA-|BDBM50396003|AKOS004111097|CCG-208366|NCGC00163606-01|SR-05000002297|SR-05000002297-2|InChI=1/C11H12N2O/c14-11-8-4-1-2-5-9(8)12-10-6-3-7-13(10)11/h1-2,4-5,11,14H,3,6-7H2

Canonical SMILES:  OC1c2ccccc2N=C2CCCN21

Standard InChI:  InChI=1S/C11H12N2O/c14-11-8-4-1-2-5-9(8)12-10-6-3-7-13(10)11/h1-2,4-5,11,14H,3,6-7H2

Standard InChI Key:  RDWJAMWCGSWTQS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 16  0  0  0  0  0  0  0  0999 V2000
    4.3033   -4.0570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3021   -4.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0102   -5.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0084   -3.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7170   -4.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7204   -4.8786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4328   -5.2860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4260   -3.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1430   -4.0476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9277   -5.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4101   -4.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9250   -3.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4215   -2.8185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 10  2  0
  9  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  9  1  0
  8 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2165578

   PEGANOLE

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: 188.23

Molecular Weight (Monoisotopic): 188.0950

AlogP: 1.82

#Rotatable Bonds: ┄

Polar Surface Area: 35.83

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.52

CX Basic pKa: 8.41

CX LogP: 1.24

CX LogD: 0.26

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.67

Np Likeness Score: 0.38

References

1. Brunhofer G, Fallarero A, Karlsson D, Batista-Gonzalez A, Shinde P, Gopi Mohan C, Vuorela P..  (2012)  Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.,  20  (22): [PMID:23062825] [10.1016/j.bmc.2012.09.040]

2. PubChem BioAssay data set, 

3. Karhu E, Isojärvi J, Vuorela P, Hanski L, Fallarero A..  (2017)  Identification of Privileged Antichlamydial Natural Products by a Ligand-Based Strategy.,  80  (10): [PMID:29043803] [10.1021/acs.jnatprod.6b01052]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays