Nocarterphenyl B; 7-hydroxy-6-methoxy-5,8-bis(4-methoxyphenyl)-2H-benzo[b][1,4]thiazin-3(4H)-one

ID: ALA4472763

PubChem CID: 155535814

Max Phase: Preclinical

Molecular Formula: C23H21NO5S

Molecular Weight: 423.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2c3c(c(-c4ccc(OC)cc4)c(O)c2OC)SCC(=O)N3)cc1

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

Standard InChI Key:  VYRLOMIVJRYCPG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.0383   -6.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4475   -5.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8007   -5.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2697   -5.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6840   -6.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5092   -6.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9212   -5.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9795   -5.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5629   -4.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7376   -4.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.5734   -6.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7991   -7.1264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4486   -7.1278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5019   -5.7119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0838   -4.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7472   -5.6974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1630   -6.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2120   -7.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6821   -4.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5071   -4.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2084   -4.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0315   -4.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4386   -4.2750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.0270   -3.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2038   -3.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7923   -4.2803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7914   -2.8545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  3 25  2  0
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  4  1  1  0
  5  6  2  0
  6  7  1  0
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  8 23  1  0
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  3  5  1  0
  9 10  2  0
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 12 13  1  0
 13 14  2  0
 14  9  1  0
  4  9  1  0
  1 15  1  0
  2 16  1  0
 12 17  1  0
 17 18  1  0
  8 19  1  0
 19 20  1  0
 15 21  1  0
 22 23  2  0
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4472763

   ---

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: 4.80

#Rotatable Bonds: 5

Polar Surface Area: 77.02

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.83

CX Basic pKa: ┄

CX LogP: 3.75

CX LogD: 3.75

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: 0.31

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