Glypetelotine

ID: ALA3314412

PubChem CID: 403138

Max Phase: Preclinical

Molecular Formula: C13H16N2OS

Molecular Weight: 248.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSC(=O)N(C)CCc1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C13H16N2OS/c1-15(13(16)17-2)8-7-10-9-14-12-6-4-3-5-11(10)12/h3-6,9,14H,7-8H2,1-2H3

Standard InChI Key:  ASGGNXXOFLVYSB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    2.7190   -2.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7178   -3.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4326   -3.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4308   -1.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1461   -2.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1463   -3.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9367   -3.4627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4249   -2.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9362   -2.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1909   -1.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9978   -1.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5499   -1.7746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3566   -1.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9089   -2.2158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6113   -0.8183    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.4181   -0.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2953   -2.5592    0.0000 C   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
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 12 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3314412

   Glypetelotine

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: 248.35

Molecular Weight (Monoisotopic): 248.0983

AlogP: 3.13

#Rotatable Bonds: 3

Polar Surface Area: 36.10

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.91

Np Likeness Score: -0.29

References

1. Cuong NM, Khanh PN, Huyen PT, Duc HV, Huong TT, Ha VT, Durante M, Sgaragli G, Fusi F..  (2014)  Vascular L-type Ca²⁺ channel blocking activity of sulfur-containing indole alkaloids from Glycosmis petelotii.,  77  (7): [PMID:24949913] [10.1021/np500076v]

Source

Source(1):

• Scientific Literature