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Demeclocycline

Odors

No information available

Receptor Interaction

No receptors available
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2D Structure
3D Conformer
image of chemical
 

General Information

Common Name: Demeclocycline
IUPAC Name: (4S,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
Molecular Formula: C21H21ClN2O8
SMILES: CN(C)[C@H]1[C@@H]2C[C@@H]3[C@@H](C4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)Cl)O
Inchi: 1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-27,30,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14-,15-,21-/m0/s1
Inchi Key: GUXHBMASAHGULD-SEYHBJAFSA-N
Cas No: 127-33-3

Functional Group

Drug Likeness

Name Value
Lipinski Violations 1
Ghose Violations 0
Veber Violations 1
Egan Violations 1
Muegge Violations 2

Cross References

PubChem: 54680690
OdoRactor: View

Physicochemical properties

Name Value
Molecular Weight (g/mol) 464.85
Mass (g/mol) 464.099
Molar Refractivity 111.11
Net Charge
HBD 6
HBA 9
Rt Bonds 2
Rings
TPSA 181.62
Hetero Atoms
Heavy Atoms 32
Aromatic Heavy Atoms 6
Melting Point (°C) 220-223
Boiling Point (°C@760.00mm Hg)
Vapor Pressure (mmHg@25.00 °C)
Vapor Density (Air =1)
Fraction Csp3 0.38
LogP
iLOGP 1.14
XLOGP3 0.70
WLOGP -0.22
MLOGP -1.82
ESOL Log S -3.17
ESOL Solubility (mg/ml) 0.314
ESOL Solubility (mol/l) 0.001
ESOL Class: esol_class Soluble
Ali Log S -4.09
Ali Solubility (mg/ml) 0.04
Ali Solubility (mol/l) 0
Ali Class Moderately soluble
Silicos-IT LogSw -1.81
Silicos-IT Solubility (mg/ml) 7.17
Silicos-IT Solubility (mol/l) 0.02
Silicos-IT Class Soluble

Pharmacokinetic profile

Name Value
GI Absorption Low
BBB Permeable 0
PgP Substrate 1
Log Kp (cm/s) -8.64
Bioavailability Score 0.11
Caco2 0
Human Intestinal Absorption 1
Plasm Protein Binding 0.635
CYP1A2 Inhibitor 0
CYP2C19 Inhibitor 0
CYP2C9 Inhibitor 0
CYP2D6 inhibitor 0
CYP3A4 inhibitor 0
Ames mutagenesis 0
Acute Oral Toxicity 2.79
Carcinogenicity (Binary) 0
Carcinogenicity (Trinary) Non-required
Eye Irritation 0
Hepatotoxicity 1
Androgen Receptor Binding 1
Aromatase Binding 1
Estrogen Receptor Binding 1
Glucocorticoid Receptor Binding 1
Thyroid Receptor Binding 0
BRCP inhibitor 0
BSEP inhibitor 0
OATP1B1 inhibitor 1
OATP1B3 inhibitor 1
OATP2B1 inhibitor 0
OCT1 inhibitor 0
OCT2 inhibitor 0