N-demethylglypetelotine

ID: ALA3314413

PubChem CID: 118707592

Max Phase: Preclinical

Molecular Formula: C12H14N2OS

Molecular Weight: 234.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSC(=O)NCCc1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C12H14N2OS/c1-16-12(15)13-7-6-9-8-14-11-5-3-2-4-10(9)11/h2-5,8,14H,6-7H2,1H3,(H,13,15)

Standard InChI Key:  UFBJIWZJGBIRMB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    1.6206   -4.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6194   -5.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3275   -5.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3257   -4.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0346   -5.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175   -5.5435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3013   -4.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8171   -4.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0694   -3.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8687   -3.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4157   -3.8713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2150   -3.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7620   -4.3082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4672   -2.9238    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.2665   -2.7537    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
M  END

Alternative Forms

1. Parent:

   

   ALA3314413

   ---

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: 234.32

Molecular Weight (Monoisotopic): 234.0827

AlogP: 2.78

#Rotatable Bonds: 3

Polar Surface Area: 44.89

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.68

CX LogD: 2.68

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.86

Np Likeness Score: -0.52

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