Structure

Physi-Chem Properties

Molecular Weight:  490.23
Volume:  478.251
LogP:  2.936
LogD:  1.501
LogS:  -3.104
# Rotatable Bonds:  6
TPSA:  122.52
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.405
Synthetic Accessibility Score:  6.339
Fsp3:  0.917
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.063
MDCK Permeability:  0.00010095043398905545
Pgp-inhibitor:  0.924
Pgp-substrate:  0.27
Human Intestinal Absorption (HIA):  0.009
20% Bioavailability (F20%):  0.011
30% Bioavailability (F30%):  0.278

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.397
Plasma Protein Binding (PPB):  71.02391815185547%
Volume Distribution (VD):  1.119
Pgp-substrate:  24.54120635986328%

ADMET: Metabolism

CYP1A2-inhibitor:  0.013
CYP1A2-substrate:  0.066
CYP2C19-inhibitor:  0.009
CYP2C19-substrate:  0.572
CYP2C9-inhibitor:  0.009
CYP2C9-substrate:  0.025
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.051
CYP3A4-inhibitor:  0.216
CYP3A4-substrate:  0.358

ADMET: Excretion

Clearance (CL):  2.891
Half-life (T1/2):  0.854

ADMET: Toxicity

hERG Blockers:  0.067
Human Hepatotoxicity (H-HT):  0.76
Drug-inuced Liver Injury (DILI):  0.791
AMES Toxicity:  0.08
Rat Oral Acute Toxicity:  0.105
Maximum Recommended Daily Dose:  0.022
Skin Sensitization:  0.17
Carcinogencity:  0.21
Eye Corrosion:  0.021
Eye Irritation:  0.027
Respiratory Toxicity:  0.807

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC279260

Natural Product ID:  NPC279260
Common Name*:   IZLRRCOTCDWUDQ-URGNOXPSSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  IZLRRCOTCDWUDQ-URGNOXPSSA-N
Standard InCHI:  InChI=1S/C24H39ClO8/c1-12(2)15-9-18(31-13(3)26)24(30,11-25)20-16-10-22(5,29)17(28)7-8-23(6,33-14(4)27)21(32-16)19(15)20/h12,15-21,28-30H,7-11H2,1-6H3/t15-,16-,17+,18+,19-,20-,21-,22+,23-,24+/m1/s1
SMILES:  CC(C)[C@H]1C[C@@H]([C@@](CCl)([C@@H]2[C@H]3C[C@@](C)([C@H](CC[C@](C)([C@@H]([C@H]12)O3)OC(=O)C)O)O)O)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2426311
PubChem CID:   73353796
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0002916] Eunicellane and asbestinane diterpenoids

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO16055 Klyxum molle Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[22004052]
NPO16055 Klyxum molle Species Alcyoniidae Eukaryota n.a. Formosan soft coral n.a. PMID[24020806]
NPO16055 Klyxum molle Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 9.18 % PMID[542546]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 10000.0 nM PMID[542546]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 3.37 % PMID[542546]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC279260 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9877 High Similarity NPC471377
0.9875 High Similarity NPC93616
0.9753 High Similarity NPC246347
0.8765 High Similarity NPC43463
0.875 High Similarity NPC136424
0.8675 High Similarity NPC211049
0.8554 High Similarity NPC186594
0.8537 High Similarity NPC191345
0.8537 High Similarity NPC252483
0.8452 Intermediate Similarity NPC116320
0.8452 Intermediate Similarity NPC119922
0.8415 Intermediate Similarity NPC476719
0.8353 Intermediate Similarity NPC216800
0.814 Intermediate Similarity NPC470155
0.814 Intermediate Similarity NPC477446
0.814 Intermediate Similarity NPC477447
0.8023 Intermediate Similarity NPC470156
0.8023 Intermediate Similarity NPC470154
0.7978 Intermediate Similarity NPC235196
0.7978 Intermediate Similarity NPC228593
0.7927 Intermediate Similarity NPC476718
0.7907 Intermediate Similarity NPC472943
0.7907 Intermediate Similarity NPC472951
0.7865 Intermediate Similarity NPC476715
0.7802 Intermediate Similarity NPC75443
0.7802 Intermediate Similarity NPC470260
0.7634 Intermediate Similarity NPC312471
0.7634 Intermediate Similarity NPC471378
0.7634 Intermediate Similarity NPC470262
0.7582 Intermediate Similarity NPC475684
0.7556 Intermediate Similarity NPC18953
0.7553 Intermediate Similarity NPC41838
0.7553 Intermediate Similarity NPC91251
0.7553 Intermediate Similarity NPC122057
0.7527 Intermediate Similarity NPC161560
0.75 Intermediate Similarity NPC44538
0.75 Intermediate Similarity NPC213658
0.75 Intermediate Similarity NPC45833
0.75 Intermediate Similarity NPC123122
0.75 Intermediate Similarity NPC62202
0.75 Intermediate Similarity NPC110365
0.7473 Intermediate Similarity NPC196911
0.7473 Intermediate Similarity NPC471379
0.7419 Intermediate Similarity NPC92370
0.7419 Intermediate Similarity NPC476724
0.7419 Intermediate Similarity NPC470872
0.7419 Intermediate Similarity NPC476723
0.7416 Intermediate Similarity NPC118116
0.7391 Intermediate Similarity NPC215968
0.7391 Intermediate Similarity NPC471411
0.7391 Intermediate Similarity NPC477283
0.7391 Intermediate Similarity NPC471410
0.7391 Intermediate Similarity NPC155531
0.7368 Intermediate Similarity NPC312805
0.734 Intermediate Similarity NPC291875
0.7333 Intermediate Similarity NPC154043
0.7333 Intermediate Similarity NPC60018
0.7333 Intermediate Similarity NPC202688
0.7326 Intermediate Similarity NPC472950
0.7326 Intermediate Similarity NPC472952
0.7292 Intermediate Similarity NPC475307
0.7283 Intermediate Similarity NPC266651
0.7253 Intermediate Similarity NPC111582
0.7253 Intermediate Similarity NPC477285
0.7253 Intermediate Similarity NPC239308
0.7253 Intermediate Similarity NPC5958
0.7238 Intermediate Similarity NPC140409
0.7238 Intermediate Similarity NPC156248
0.7238 Intermediate Similarity NPC11491
0.7234 Intermediate Similarity NPC476435
0.7212 Intermediate Similarity NPC128210
0.7209 Intermediate Similarity NPC470151
0.7204 Intermediate Similarity NPC476717
0.7188 Intermediate Similarity NPC473066
0.717 Intermediate Similarity NPC170294
0.7143 Intermediate Similarity NPC286719
0.7143 Intermediate Similarity NPC477286
0.7128 Intermediate Similarity NPC5943
0.7113 Intermediate Similarity NPC122083
0.7113 Intermediate Similarity NPC182740
0.7113 Intermediate Similarity NPC256104
0.7113 Intermediate Similarity NPC211845
0.7097 Intermediate Similarity NPC235402
0.7097 Intermediate Similarity NPC476725
0.7083 Intermediate Similarity NPC470114
0.7065 Intermediate Similarity NPC476721
0.7065 Intermediate Similarity NPC127917
0.7065 Intermediate Similarity NPC69953
0.7065 Intermediate Similarity NPC29342
0.7065 Intermediate Similarity NPC2572
0.7065 Intermediate Similarity NPC470261
0.7053 Intermediate Similarity NPC201607
0.7053 Intermediate Similarity NPC56777
0.7053 Intermediate Similarity NPC476379
0.7053 Intermediate Similarity NPC471221
0.7037 Intermediate Similarity NPC89018
0.7033 Intermediate Similarity NPC77003
0.7033 Intermediate Similarity NPC190940
0.703 Intermediate Similarity NPC272223
0.7021 Intermediate Similarity NPC131365
0.7021 Intermediate Similarity NPC64862
0.7011 Intermediate Similarity NPC472944
0.7011 Intermediate Similarity NPC472945
0.7011 Intermediate Similarity NPC166250
0.6972 Remote Similarity NPC226608
0.6972 Remote Similarity NPC88867
0.697 Remote Similarity NPC57964
0.697 Remote Similarity NPC94582
0.6957 Remote Similarity NPC2096
0.6957 Remote Similarity NPC477284
0.6957 Remote Similarity NPC103171
0.6957 Remote Similarity NPC208912
0.6931 Remote Similarity NPC152480
0.6923 Remote Similarity NPC474714
0.6923 Remote Similarity NPC471217
0.6923 Remote Similarity NPC471216
0.6923 Remote Similarity NPC186588
0.6915 Remote Similarity NPC477445
0.6909 Remote Similarity NPC470466
0.6907 Remote Similarity NPC475056
0.6907 Remote Similarity NPC50443
0.6907 Remote Similarity NPC18536
0.6905 Remote Similarity NPC476928
0.69 Remote Similarity NPC203434
0.69 Remote Similarity NPC237071
0.69 Remote Similarity NPC238796
0.6889 Remote Similarity NPC272841
0.6882 Remote Similarity NPC474346
0.6882 Remote Similarity NPC213737
0.6882 Remote Similarity NPC474284
0.6882 Remote Similarity NPC474253
0.6882 Remote Similarity NPC475820
0.6882 Remote Similarity NPC241959
0.6875 Remote Similarity NPC309656
0.6869 Remote Similarity NPC191915
0.6869 Remote Similarity NPC151214
0.6863 Remote Similarity NPC188968
0.6863 Remote Similarity NPC51579
0.6857 Remote Similarity NPC470263
0.6854 Remote Similarity NPC293223
0.6848 Remote Similarity NPC71541
0.6848 Remote Similarity NPC73515
0.6842 Remote Similarity NPC103782
0.6842 Remote Similarity NPC114378
0.6842 Remote Similarity NPC268633
0.6842 Remote Similarity NPC474008
0.6837 Remote Similarity NPC219516
0.6832 Remote Similarity NPC111348
0.6822 Remote Similarity NPC322912
0.6813 Remote Similarity NPC477282
0.6813 Remote Similarity NPC81074
0.6813 Remote Similarity NPC477287
0.6813 Remote Similarity NPC476176
0.6809 Remote Similarity NPC473299
0.6809 Remote Similarity NPC477434
0.6804 Remote Similarity NPC477443
0.6804 Remote Similarity NPC477440
0.68 Remote Similarity NPC476720
0.6792 Remote Similarity NPC216636
0.6792 Remote Similarity NPC319438
0.6778 Remote Similarity NPC11907
0.6778 Remote Similarity NPC474574
0.6778 Remote Similarity NPC133596
0.6778 Remote Similarity NPC64081
0.6765 Remote Similarity NPC471375
0.6765 Remote Similarity NPC292775
0.6765 Remote Similarity NPC471374
0.6765 Remote Similarity NPC209798
0.6744 Remote Similarity NPC470833
0.6742 Remote Similarity NPC186851
0.6742 Remote Similarity NPC36479
0.6739 Remote Similarity NPC16449
0.6737 Remote Similarity NPC478111
0.6737 Remote Similarity NPC469555
0.6735 Remote Similarity NPC477442
0.6735 Remote Similarity NPC477433
0.6735 Remote Similarity NPC477444
0.6735 Remote Similarity NPC185529
0.6735 Remote Similarity NPC472146
0.6733 Remote Similarity NPC235109
0.6733 Remote Similarity NPC169270
0.6733 Remote Similarity NPC292718
0.6733 Remote Similarity NPC111834
0.6733 Remote Similarity NPC156377
0.6733 Remote Similarity NPC252056
0.6733 Remote Similarity NPC475785
0.6733 Remote Similarity NPC306797
0.6733 Remote Similarity NPC116683
0.6733 Remote Similarity NPC475765
0.6703 Remote Similarity NPC177343
0.6703 Remote Similarity NPC471045
0.6701 Remote Similarity NPC128475
0.6699 Remote Similarity NPC471426
0.6699 Remote Similarity NPC471428
0.6699 Remote Similarity NPC471427
0.6667 Remote Similarity NPC107603
0.6667 Remote Similarity NPC274793
0.6667 Remote Similarity NPC475743
0.6667 Remote Similarity NPC8729
0.6667 Remote Similarity NPC321812

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC279260 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7059 Intermediate Similarity NPD7532 Clinical (unspecified phase)
0.6747 Remote Similarity NPD371 Approved
0.6354 Remote Similarity NPD3669 Approved
0.6354 Remote Similarity NPD3670 Clinical (unspecified phase)
0.618 Remote Similarity NPD4267 Clinical (unspecified phase)
0.617 Remote Similarity NPD6697 Approved
0.617 Remote Similarity NPD6114 Approved
0.617 Remote Similarity NPD6118 Approved
0.617 Remote Similarity NPD6115 Approved
0.6117 Remote Similarity NPD8171 Discontinued
0.6087 Remote Similarity NPD1811 Approved
0.6087 Remote Similarity NPD1810 Approved
0.6064 Remote Similarity NPD6116 Phase 1
0.6019 Remote Similarity NPD5344 Discontinued
0.6019 Remote Similarity NPD1700 Approved
0.5982 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5963 Remote Similarity NPD3653 Clinical (unspecified phase)
0.5957 Remote Similarity NPD6117 Approved
0.5929 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5929 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5876 Remote Similarity NPD6928 Phase 2
0.5862 Remote Similarity NPD847 Phase 1
0.5856 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5785 Remote Similarity NPD5983 Phase 2
0.5761 Remote Similarity NPD2254 Approved
0.5761 Remote Similarity NPD2686 Approved
0.5761 Remote Similarity NPD2687 Approved
0.575 Remote Similarity NPD7516 Approved
0.5745 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5739 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5726 Remote Similarity NPD4632 Approved
0.5726 Remote Similarity NPD6336 Discontinued
0.5726 Remote Similarity NPD8133 Approved
0.5667 Remote Similarity NPD7328 Approved
0.5667 Remote Similarity NPD7327 Approved
0.5657 Remote Similarity NPD1780 Approved
0.5657 Remote Similarity NPD1779 Approved
0.5648 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5636 Remote Similarity NPD6648 Approved
0.5635 Remote Similarity NPD6033 Approved
0.562 Remote Similarity NPD7100 Approved
0.5618 Remote Similarity NPD7909 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data