Latifolianine A - Compound Card

Latifolianine A

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Latifolianine A

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Monoterpenoid Indole Alkaloid
Canonical Smiles OC[C@]12COC(O[C@H]1CC[C@]1(C2CC[C@@]2(C1CC=C1[C@@]2(C)CC[C@@]2(C1[C@](C)(O)CCC2)C(=O)O)C)C)C1[C@@H](C)OC=C2[C@H]1C[C@@H]1N(C2=O)CCc2c1[nH]c1c2cccc1
InChI InChI=1S/C49H64N2O8/c1-27-38(30-23-34-39-29(28-9-6-7-10-33(28)50-39)15-22-51(34)41(53)31(30)24-57-27)42-58-26-49(25-52)36-13-19-46(4)35(44(36,2)18-14-37(49)59-42)12-11-32-40-47(5,56)16-8-17-48(40,43(54)55)21-20-45(32,46)3/h6-7,9-11,24,27,30,34-38,40,42,50,52,56H,8,12-23,25-26H2,1-5H3,(H,54,55)/t27-,30-,34+,35?,36?,37+,38?,40?,42?,44-,45-,46-,47-,48+,49-/m1/s1
InChIKey YOJXXUPYWAFHGZ-RGRMNTHLSA-N
Formula C49H64N2O8
HBA 7
HBD 4
MW 809.06
Rotatable Bonds 3
TPSA 141.55
LogP 7.84
Number Rings 11
Number Aromatic Rings 2
Heavy Atom Count 59
Formal Charge 0
Fraction CSP3 0.71
Exact Mass 808.47
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Nauclea latifolia Rubiaceae Plantae 43573

Showing of synonyms

  • Kezetas Bankeu JJ, Kenou Kagho DU, et al. (2019). Constituents from Nauclea latifolia with Anti-Haemophilus influenzae Type b Inhibitory Activities.. Journal of natural products,2019, 82(9), 2580-2585. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc2[nH]c(c3c12)C4N(CC3)C(=O)C=5C(C4)C(COC5)C(OC6)OC(CC7)C6C(CC8)C7C(CC9)C8C(C1=9)CCC2C1CCCC2

Level: 1

Mol. Weight: 809.06 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)C6C(CC5)OCOC6

Level: 0

Mol. Weight: 809.06 g/mol

Structure

SMILES: c1cccc2[nH]c(c3c12)C4N(CC3)C(=O)C=5C(C4)CCOC5

Level: 0

Mol. Weight: 809.06 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.63
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
565.35
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
74638.27

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.66
Plasma Protein Binding
93.01
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-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
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
5.23
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-1739.17
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.21
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.34
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-135465540.08
Rat (Acute)
3.9
Rat (Chronic Oral)
2.29
Fathead Minnow
171001.54
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
15232851.42
Hydration Free Energy
-2.92
Log(D) at pH=7.4
3.7
Log(P)
5.97
Log S
-6.09
Log(Vapor Pressure)
-501522.1
Melting Point
335.08
pKa Acid
-3585.97
pKa Basic
2.45
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8478
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8394
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 3 0.8069
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7966
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7873
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.7809
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.7737
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7708
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7685
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7618
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7452
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7406
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7364
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7260
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7139
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7133
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7082
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7051
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7036
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7031
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7029
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7025
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7020

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