Suaveoline - Compound Card

Suaveoline

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Suaveoline

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Indole Alkaloid
Canonical Smiles CCc1cncc2c1C[C@H]1N[C@@H]2Cc2c1n(C)c1c2cccc1
InChI InChI=1S/C20H21N3/c1-3-12-10-21-11-16-14(12)8-18-20-15(9-17(16)22-18)13-6-4-5-7-19(13)23(20)2/h4-7,10-11,17-18,22H,3,8-9H2,1-2H3/t17-,18-/m1/s1
InChIKey PZAZIIBKNVPSIK-QZTJIDSGSA-N
Formula C20H21N3
HBA 3
HBD 1
MW 303.41
Rotatable Bonds 1
TPSA 29.85
LogP 3.62
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.35
Exact Mass 303.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Rauvolfia caffra Apocynaceae Plantae 947877

Showing of synonyms

  • Bitombo AN, Zintchem AAA, et al. (2022). Antimicrobial and cytotoxic activities of indole alkaloids and other constituents from the stem barks of Rauvolfia caffra Sond (Apocynaceae). Natural product research,2022, 36(6), 1467-1475. [View] [PubMed]
Pubchem: 12443112

No compound-protein relationship available.

Structure

SMILES: c1cccc2[nH]c(c3c12)C4Cc5c(C(C3)N4)cncc5

Level: 0

Mol. Weight: 303.41 g/mol

Antimicrobial
Cytotoxic

Absorption

Caco-2 (logPapp)
-5.21
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.58
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.91

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.0
Plasma Protein Binding
67.31
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
4.27
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.51
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.2
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.04
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1.2
Rat (Acute)
3.13
Rat (Chronic Oral)
1.13
Fathead Minnow
4.43
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
419.92
Hydration Free Energy
-7.85
Log(D) at pH=7.4
3.15
Log(P)
2.98
Log S
-2.46
Log(Vapor Pressure)
-8.52
Melting Point
205.84
pKa Acid
15.9
pKa Basic
7.81
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.9078
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8553
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.8482
Prostaglandin E synthase 2 Q9N0A4 PGES2_MACFA Macaca fascicularis 3 0.8239
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8035
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 3 0.8019
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8013
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7995
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7945
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7933
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7854
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7840
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7771
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7677
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7658
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7585
Toll-like receptor 8 Q9NR97 TLR8_HUMAN Homo sapiens 3 0.7573
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7527
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7517
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7501
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 4 0.7484
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7465
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform O35904 PK3CD_MOUSE Mus musculus 3 0.7451
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7441
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7346
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7328
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7327
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 3 0.7271
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7187
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7170
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7163
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7145
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.7130
Thyroxine-binding globulin P05543 THBG_HUMAN Homo sapiens 3 0.7108
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7088
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7051
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7051
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7019
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7005

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