4-Dimethylamino-3,5,10,12,12a-pentahydroxy-6-(4-methoxy-phenylsulfanylmethyl)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxylic acid amide

ID: ALA339135

Max Phase: Preclinical

Molecular Formula: C29H30N2O9S

Molecular Weight: 582.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(SC[C@H]2c3cccc(O)c3C(=O)C3=C(O)[C@]4(O)C(O)=C(C(N)=O)C(=O)[C@@H](N(C)C)C4[C@@H](O)C32)cc1

Standard InChI:  InChI=1S/C29H30N2O9S/c1-31(2)22-21-24(34)18-15(11-41-13-9-7-12(40-3)8-10-13)14-5-4-6-16(32)17(14)23(33)19(18)26(36)29(21,39)27(37)20(25(22)35)28(30)38/h4-10,15,18,21-22,24,32,34,36-37,39H,11H2,1-3H3,(H2,30,38)/t15-,18?,21?,22-,24-,29-/m0/s1

Standard InChI Key:  GPNZCSGRGOIAPN-RPGGHDGHSA-N

Molfile:  

     RDKit          2D

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  9 12  1  0
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 38 37  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA339135

   ---

Molecule Features

Natural Product: No

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: 582.63

Molecular Weight (Monoisotopic): 582.1672

AlogP: 1.43

#Rotatable Bonds: 6

Polar Surface Area: 190.85

Molecular Species: ACID

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.74

CX Basic pKa: 5.77

CX LogP: -1.90

CX LogD: -2.88

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.21

Np Likeness Score: 0.89

References

1. Nelson ML, Park BH, Andrews JS, Georgian VA, Thomas RC, Levy SB..  (1993)  Inhibition of the tetracycline efflux antiport protein by 13-thio-substituted 5-hydroxy-6-deoxytetracyclines.,  36  (3): [PMID:8426364] [10.1021/jm00055a008]

Source

Source(1):

• Scientific Literature