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

ID: ALA125290

Max Phase: Preclinical

Molecular Formula: C29H30N2O10S

Molecular Weight: 598.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)[C@@H]1C(=O)C(C(N)=O)=C(O)[C@@]2(O)C(=O)C3=C(O)c4c(O)cccc4[C@H](CS(=O)(=O)Cc4ccccc4)C3[C@H](O)C12

Standard InChI:  InChI=1S/C29H30N2O10S/c1-31(2)22-21-24(34)18-15(12-42(40,41)11-13-7-4-3-5-8-13)14-9-6-10-16(32)17(14)23(33)19(18)26(36)29(21,39)27(37)20(25(22)35)28(30)38/h3-10,15,18,21-22,24,32-34,37,39H,11-12H2,1-2H3,(H2,30,38)/t15-,18?,21?,22-,24-,29-/m0/s1

Standard InChI Key:  XNCUQUMSNVUULG-RPGGHDGHSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA125290

   ---

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: 598.63

Molecular Weight (Monoisotopic): 598.1621

AlogP: 0.09

#Rotatable Bonds: 6

Polar Surface Area: 215.76

Molecular Species: ACID

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.36

CX Basic pKa: 4.52

CX LogP: -3.29

CX LogD: -6.36

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.25

Np Likeness Score: 0.75

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