6-Decylsulfanylmethyl-4-dimethylamino-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxylic acid amide

ID: ALA338688

Max Phase: Preclinical

Molecular Formula: C32H44N2O8S

Molecular Weight: 616.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCSC[C@H]1c2cccc(O)c2C(=O)C2=C(O)[C@]3(O)C(O)=C(C(N)=O)C(=O)[C@@H](N(C)C)C3[C@@H](O)C21

Standard InChI:  InChI=1S/C32H44N2O8S/c1-4-5-6-7-8-9-10-11-15-43-16-18-17-13-12-14-19(35)20(17)26(36)22-21(18)27(37)24-25(34(2)3)28(38)23(31(33)41)30(40)32(24,42)29(22)39/h12-14,18,21,24-25,27,35,37,39-40,42H,4-11,15-16H2,1-3H3,(H2,33,41)/t18-,21?,24?,25-,27-,32-/m0/s1

Standard InChI Key:  OQAFAMDVWLVULW-VIGVJPASSA-N

Molfile:  

     RDKit          2D

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 31 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA338688

   ---

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: 616.78

Molecular Weight (Monoisotopic): 616.2818

AlogP: 3.51

#Rotatable Bonds: 13

Polar Surface Area: 181.62

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.81

CX Basic pKa: 5.77

CX LogP: 0.79

CX LogD: -0.20

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.14

Np Likeness Score: 0.95

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