Sesterstatin 7 - Compound Card

Sesterstatin 7

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Sesterstatin 7

Family: Animalia - Thorectidae
Kingdom: Animalia
Class: Terpenoid
- Subclass: Scalarane-Type Sesterterpene

Canonical Smiles	CC(=O)O[C@H]1C[C@@H]2[C@](C3=C1COC3=O)(C)[C@H](O)C[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CCCC2(C)C
InChI	InChI=1S/C27H40O5/c1-15(28)32-17-12-20-26(5)11-8-18-24(2,3)9-7-10-25(18,4)19(26)13-21(29)27(20,6)22-16(17)14-31-23(22)30/h17-21,29H,7-14H2,1-6H3/t17-,18-,19+,20-,21+,25-,26+,27+/m0/s1
InChIKey	LOCDSBKFSVHNIV-XPSVZDKBSA-N
Formula	C₂₇H₄₀O₅
HBA	5
HBD	1
MW	444.61
Rotatable Bonds	1
TPSA	72.83
LogP	4.81
Number Rings	5
Number Aromatic Rings	0
Heavy Atom Count	32
Formal Charge	0
Fraction CSP3	0.85
Exact Mass	444.29
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Hyrtios erecta	Thorectidae	Animalia	279628

Showing of synonyms

Youssef DT, Shaala LA, et al. (2005). Antimycobacterial scalarane-based sesterterpenes from the Red Sea sponge Hyrtios erecta. Journal of Natural Products,2005,68(12),1782-1784. [View] [PubMed]

Pubchem: 5324503

Cas: 301842-59-1

Zinc: ZINC000033835435

Chebi: 188554

Nmrshiftdb2: 10027626

Chembl: CHEMBL456095

No compound-protein relationship available.

SMILES: O=C1OCC(=C12)CCC3C2CCC4C3CCC5C4CCCC5

Level: 0

Mol. Weight: 444.61 g/mol

Antimycobacterial

Absorption

Caco-2 (logPapp): -4.79
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.83
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.75

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.39
Plasma Protein Binding: 72.57
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 8.37
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 482.4
Hydration Free Energy: -2.76
Log(D) at pH=7.4: 4.01
Log(P): 4.07
Log S: -5.62
Log(Vapor Pressure): -8.28
Melting Point: 211.19
pKa Acid: 9.03
pKa Basic: 5.58

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7013
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7013