(8S,10S)-10-(((2R,4S,5S,6S)-4-Amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6,8,11-trihydrox

Introduction

CAS No. :	25316-40-9	MDL No. :	MFCD00077757
Formula :	C27H30ClNO11	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	MWWSFMDVAYGXBV-RUELKSSGSA-N
M.W :	579.98	Pubchem ID :	443939
Synonyms :	Hydroxydaunorubicin hydrochloride;Doxorubicin (hydrochloride);DOX;Hydroxydaunorubicin HCl;NSC 123127;Adriamycin;Doxorubicin HCl	Chemical Name :	(8S,10S)-10-(((2R,4S,5S,6S)-4-Amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione hydrochloride

Physicochemical Properties

Num. heavy atoms :	40
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.44
Num. rotatable bonds :	5
Num. H-bond acceptors :	12.0
Num. H-bond donors :	6.0
Molar Refractivity :	139.63
TPSA :	206.07 Ų

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-8.37 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	2.07
Log Po/w (WLOGP) :	0.48
Log Po/w (MLOGP) :	-1.9
Log Po/w (SILICOS-IT) :	1.17
Consensus Log Po/w :	0.36

Druglikeness

Lipinski :	3.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	3.0
Bioavailability Score :	0.17

Water Solubility

Log S (ESOL) :	-4.63
Solubility :	0.0135 mg/ml ; 0.0000233 mol/l
Class :	Moderately soluble
Log S (Ali) :	-6.03
Solubility :	0.000545 mg/ml ; 0.00000094 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-3.46
Solubility :	0.2 mg/ml ; 0.000344 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	1.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	5.88

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335-H351-H361	Packing Group:	N/A
GHS Pictogram:

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