(4R,4aS)-rel-18-Ethenyl-4,4a-dihydro-3,4-bis(methoxycarbonyl)-4a,8,14,19-tetramethyl-24H,26H-Benzo[b

Introduction

CAS No. :	129497-78-5	MDL No. :	MFCD28098202
Formula :	C41H42N4O8	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	718.79	Pubchem ID :	-
Synonyms :	CL 318952;BPD-MA;DB00460, CL 318952, BPD-MA, BpdMA, Benzoporphyrin D, Benzoporphyrin derivative monoacid ring A, Verteporfin, Visudyne.	Chemical Name :	(4R,4aS)-rel-18-Ethenyl-4,4a-dihydro-3,4-bis(methoxycarbonyl)-4a,8,14,19-tetramethyl-24H,26H-Benzo[b]porphine-9,13-dipropanoic acid monomethyl ester

Physicochemical Properties

Num. heavy atoms :	53
Num. arom. heavy atoms :	10
Fraction Csp3 :	0.32
Num. rotatable bonds :	12
Num. H-bond acceptors :	10.0
Num. H-bond donors :	3.0
Molar Refractivity :	210.2
TPSA :	172.5 Ų

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.23 cm/s

Lipophilicity

Log Po/w (iLOGP) :	4.75
Log Po/w (XLOGP3) :	4.86
Log Po/w (WLOGP) :	3.5
Log Po/w (MLOGP) :	1.81
Log Po/w (SILICOS-IT) :	8.44
Consensus Log Po/w :	4.67

Druglikeness

Lipinski :	2.0
Ghose :	None
Veber :	2.0
Egan :	1.0
Muegge :	2.0
Bioavailability Score :	0.11

Water Solubility

Log S (ESOL) :	-6.71
Solubility :	0.000141 mg/ml ; 0.000000197 mol/l
Class :	Poorly soluble
Log S (Ali) :	-8.22
Solubility :	0.00000436 mg/ml ; 0.0000000061 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-8.85
Solubility :	0.00000102 mg/ml ; 0.0000000014 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	3.0
Synthetic accessibility :	8.76

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

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