ANPDB

Select a section from the left sidebar

Cytoglobosin D

Family: Fungi - Chaetomiaceae
Kingdom: Fungi
Class: Alkaloid

Canonical Smiles	C[C@H]1C/C=C/[C@H]2C=C(C)[C@H]([C@@H]3[C@]2(C(=O)N[C@H]3Cc2c[nH]c3c2cccc3)C(=O)/C=C/[C@@H]([C@@H](/C(=C/1)/C)O)O)C
InChI	InChI=1S/C32H38N2O4/c1-18-8-7-9-23-15-19(2)21(4)29-26(16-22-17-33-25-11-6-5-10-24(22)25)34-31(38)32(23,29)28(36)13-12-27(35)30(37)20(3)14-18/h5-7,9-15,17-18,21,23,26-27,29-30,33,35,37H,8,16H2,1-4H3,(H,34,38)/b9-7+,13-12+,20-14+/t18-,21+,23-,26-,27-,29-,30+,32+/m0/s1
InChIKey	PSEVHIVYAHBJDR-HMIIDTQCSA-N
Formula	C₃₂H₃₈N₂O₄
HBA	4
HBD	4
MW	514.67
Rotatable Bonds	2
TPSA	102.42
LogP	4.41
Number Rings	5
Number Aromatic Rings	2
Heavy Atom Count	38
Formal Charge	0
Fraction CSP3	0.44
Exact Mass	514.28
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Chaetomium sp.	Chaetomiaceae	Fungi	1769349

Showing of synonyms

Kabbaj FZ, Lu S, et al. (2015). Bioactive metabolites from Chaetomium aureum: Structure elucidation and inhibition of the Hsp90 machine chaperoning activity. Bioorganic and Medicinal Chemistry,2015,23(1),126-131. [View] [PubMed]

Pubchem: 46209919

Zinc: ZINC000102046056

Nmrshiftdb2: 70000344

Chembl: CHEMBL1098275

No compound-protein relationship available.

SMILES: c1cccc(c12)[nH]cc2CC(NC3=O)C(C345)CC=CC4C=CCCC=CCCC=CC5=O

Level: 1

Mol. Weight: 514.67 g/mol

SMILES: O=C1NCC(C123)CC=CC2C=CCCC=CCCC=CC3=O

Level: 0

Mol. Weight: 514.67 g/mol

SMILES: c1c[nH]c(c12)cccc2

Level: 0

Mol. Weight: 514.67 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.05
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -5.03
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: -0.46

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.42
Plasma Protein Binding: 95.57
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 9.83
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: -0.59
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -0.13
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 5.77
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -2075.42
Rat (Acute): 3.68
Rat (Chronic Oral): 2.5
Fathead Minnow: 10.66
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 514.84
Hydration Free Energy: -3.03
Log(D) at pH=7.4: 4.23
Log(P): 4.33
Log S: -4.98
Log(Vapor Pressure): -9.93
Melting Point: 213.66
pKa Acid: 6.96
pKa Basic: 5.43

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carbonic anhydrase 12	O43570	CAH12_HUMAN	Homo sapiens	3	0.9214
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.8581
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8458
Thiamine-phosphate synthase	P39594	THIE_BACSU	Bacillus subtilis	3	0.8351
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8320
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.8282
Carminomycin 4-O-methyltransferase DnrK	Q06528	DNRK_STRPE	Streptomyces peucetius	3	0.8057
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7977
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7954
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7926
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7923
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7847
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7794
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.7745
Bifunctional dihydrofolate reductase-thymidylate synthase	P13922	DRTS_PLAFK	Plasmodium falciparum	3	0.7681
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7554
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7540
Nitroreductase domain-containing protein	Q8DW21	Q8DW21_STRMU	Streptococcus mutans serotype c	3	0.7470
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7450
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7445
Quorum-sensing transcriptional activator	Q8XBD0	Q8XBD0_ECO57	Escherichia coli O157:H7	3	0.7435
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7426
Abscisic acid receptor PYL3	Q9SSM7	PYL3_ARATH	Arabidopsis thaliana	2	0.7404
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7368
Vitamin D-binding protein	P02774	VTDB_HUMAN	Homo sapiens	2	0.7354
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7323
Glutathione S-transferase P	P09211	GSTP1_HUMAN	Homo sapiens	2	0.7319
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7294
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	2	0.7282
Cytochrome b-c1 complex subunit 1, mitochondrial	P31800	QCR1_BOVIN	Bos taurus	3	0.7233
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7182
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	2	0.7181
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7145
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7137
NADPH dehydrogenase 1	Q02899	OYE1_SACPS	Saccharomyces pastorianus	2	0.7106
4-chlorobenzoyl CoA ligase	Q8GN86	Q8GN86_9BURK	Alcaligenes sp. AL3007	2	0.7103
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7071
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	2	0.7067
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.7048
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7046
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.7029
4-chlorobenzoyl CoA ligase	Q8GN86	Q8GN86_9BURK	Alcaligenes sp. AL3007	2	0.7017
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7013

Download SDF