Nocarterphenyl A; 2-(hydroxymethyl)-5-methoxy-4,7-bis(4-methoxyphenyl)benzo[d]thiazol-6-ol

ID: ALA4441293

PubChem CID: 155515122

Max Phase: Preclinical

Molecular Formula: C23H21NO5S

Molecular Weight: 423.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2c(OC)c(O)c(-c3ccc(OC)cc3)c3sc(CO)nc23)cc1

Standard InChI:  InChI=1S/C23H21NO5S/c1-27-15-8-4-13(5-9-15)18-20-23(30-17(12-25)24-20)19(21(26)22(18)29-3)14-6-10-16(28-2)11-7-14/h4-11,25-26H,12H2,1-3H3

Standard InChI Key:  QTAZRAUBEWBCHH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.5153   -6.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9294   -6.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.2776   -5.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5335   -4.5382    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   17.1971   -4.5416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0457   -7.4640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6945   -7.4654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7497   -6.0501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3317   -5.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9919   -6.0357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4076   -6.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8619   -3.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5764   -2.8149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4584   -8.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4 11  1  0
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 19 20  1  0
 20 21  2  0
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  1 22  1  0
  2 23  1  0
 14 24  1  0
 24 25  1  0
  8 26  1  0
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 20 28  1  0
 28 29  1  0
 22 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4441293

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 423.49

Molecular Weight (Monoisotopic): 423.1140

AlogP: 4.85

#Rotatable Bonds: 6

Polar Surface Area: 81.04

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.88

CX Basic pKa: 1.91

CX LogP: 3.94

CX LogD: 3.92

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: 0.23

References

1. Wang D, Wang Y, Ouyang Y, Fu P, Zhu W..  (2019)  Cytotoxic p-Terphenyls from a Marine-Derived Nocardiopsis Species.,  82  (12): [PMID:31820976] [10.1021/acs.jnatprod.9b00963]

Source

Source(1):

• Scientific Literature