Structure

Physi-Chem Properties

Molecular Weight:  232.15
Volume:  257.918
LogP:  3.217
LogD:  3.457
LogS:  -4.251
# Rotatable Bonds:  2
TPSA:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.823
Synthetic Accessibility Score:  3.61
Fsp3:  0.467
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.402
MDCK Permeability:  1.9845358110615052e-05
Pgp-inhibitor:  0.338
Pgp-substrate:  0.039
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.017
30% Bioavailability (F30%):  0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.976
Plasma Protein Binding (PPB):  87.67383575439453%
Volume Distribution (VD):  1.162
Pgp-substrate:  5.042999744415283%

ADMET: Metabolism

CYP1A2-inhibitor:  0.72
CYP1A2-substrate:  0.401
CYP2C19-inhibitor:  0.38
CYP2C19-substrate:  0.657
CYP2C9-inhibitor:  0.465
CYP2C9-substrate:  0.305
CYP2D6-inhibitor:  0.116
CYP2D6-substrate:  0.287
CYP3A4-inhibitor:  0.235
CYP3A4-substrate:  0.467

ADMET: Excretion

Clearance (CL):  9.272
Half-life (T1/2):  0.52

ADMET: Toxicity

hERG Blockers:  0.031
Human Hepatotoxicity (H-HT):  0.11
Drug-inuced Liver Injury (DILI):  0.623
AMES Toxicity:  0.028
Rat Oral Acute Toxicity:  0.083
Maximum Recommended Daily Dose:  0.461
Skin Sensitization:  0.092
Carcinogencity:  0.213
Eye Corrosion:  0.006
Eye Irritation:  0.267
Respiratory Toxicity:  0.027

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  Natural Product: NPC315794

Natural Product ID:  NPC315794
Common Name*:   Anmindenol B
IUPAC Name:   (1R,3E)-1-(hydroxymethyl)-5-methyl-3-(2-methylpropylidene)-2H-inden-1-ol
Synonyms:  
Standard InCHIKey:  AKXHNODNODMVJN-MFMIUCCHSA-N
Standard InCHI:  InChI=1S/C15H20O2/c1-10(2)6-12-8-15(17,9-16)14-5-4-11(3)7-13(12)14/h4-7,10,16-17H,8-9H2,1-3H3/b12-6+/t15-/m0/s1
SMILES:  CC(C)/C=C/1C[C@](CO)(c2ccc(C)cc12)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3298068
PubChem CID:   90682924
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000027] Indanes

*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
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10344559]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10344578]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10348041]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10604756]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10695669]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10724004]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10994816]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11099231]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11132958]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11374972]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11473415]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[14738393]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Australian n.a. PMID[15497950]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15813185]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15844966]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15974616]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16180833]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[1666120]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16724845]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16830891]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16872146]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17125235]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17315965]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17551212]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17608531]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17844998]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17887721]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17917237]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18044841]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Indonesian n.a. PMID[18081255]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18081255]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18205372]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Northwest Territories, Canada 1995 PMID[18327911]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18327911]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18666798]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18776684]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19007176]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19129624]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19191549]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19856955]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19883065]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20092333]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20545334]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20836523]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028889]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028891]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[21090727]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21314175]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[21639131]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21728289]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. latex n.a. PMID[21751787]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21807523]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21873059]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. latex n.a. PMID[21879726]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[22145663]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22574670]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22583058]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22591466]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22758660]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22775474]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23387796]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23662937]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24592993]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24754815]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24878306]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24964393]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25211234]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25455147]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25495422]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25537064]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25918793]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25934225]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26035239]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26465675]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26798949]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26905826]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31013087]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31298537]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31894983]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[32298122]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8501018]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[8784423]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8931733]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8982334]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9031666]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9031676]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9066767]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9066768]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9186568]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9531983]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[9711246]

☑ 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 19000.0 nM PMID[480197]

☑ 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 NPC315794 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
0.9495 High Similarity NPC471133
0.89 High Similarity NPC289117
0.8763 High Similarity NPC314690
0.8646 High Similarity NPC1793
0.8544 High Similarity NPC19856
0.8333 Intermediate Similarity NPC474211
0.8333 Intermediate Similarity NPC93843
0.8317 Intermediate Similarity NPC21959
0.8283 Intermediate Similarity NPC79917
0.8273 Intermediate Similarity NPC169616
0.8257 Intermediate Similarity NPC111108
0.8229 Intermediate Similarity NPC474354
0.8224 Intermediate Similarity NPC472979
0.8224 Intermediate Similarity NPC472980
0.8224 Intermediate Similarity NPC27252
0.82 Intermediate Similarity NPC128645
0.8173 Intermediate Similarity NPC469481
0.8125 Intermediate Similarity NPC168855
0.8053 Intermediate Similarity NPC472862
0.8037 Intermediate Similarity NPC243601
0.8036 Intermediate Similarity NPC274839
0.8021 Intermediate Similarity NPC172984
0.8 Intermediate Similarity NPC133308
0.8 Intermediate Similarity NPC238582
0.7982 Intermediate Similarity NPC64642
0.7982 Intermediate Similarity NPC472982
0.7982 Intermediate Similarity NPC149455
0.7959 Intermediate Similarity NPC243166
0.7944 Intermediate Similarity NPC56168
0.7938 Intermediate Similarity NPC304538
0.7931 Intermediate Similarity NPC133302
0.7925 Intermediate Similarity NPC60373
0.7925 Intermediate Similarity NPC154905
0.79 Intermediate Similarity NPC199567
0.7895 Intermediate Similarity NPC212891
0.783 Intermediate Similarity NPC245927
0.7812 Intermediate Similarity NPC133050
0.7807 Intermediate Similarity NPC469719
0.7798 Intermediate Similarity NPC185763
0.7798 Intermediate Similarity NPC83409
0.7797 Intermediate Similarity NPC77569
0.7797 Intermediate Similarity NPC18785
0.7797 Intermediate Similarity NPC475166
0.7797 Intermediate Similarity NPC142198
0.7778 Intermediate Similarity NPC233923
0.7778 Intermediate Similarity NPC146673
0.7768 Intermediate Similarity NPC471188
0.7759 Intermediate Similarity NPC164649
0.7759 Intermediate Similarity NPC48342
0.7732 Intermediate Similarity NPC103326
0.7732 Intermediate Similarity NPC329319
0.7732 Intermediate Similarity NPC99394
0.7732 Intermediate Similarity NPC87299
0.7679 Intermediate Similarity NPC132720
0.7636 Intermediate Similarity NPC310456
0.7629 Intermediate Similarity NPC117180
0.7629 Intermediate Similarity NPC242628
0.7627 Intermediate Similarity NPC68339
0.7615 Intermediate Similarity NPC475225
0.7615 Intermediate Similarity NPC472222
0.7615 Intermediate Similarity NPC472221
0.7586 Intermediate Similarity NPC137496
0.7586 Intermediate Similarity NPC154511
0.7586 Intermediate Similarity NPC247858
0.7586 Intermediate Similarity NPC474358
0.7586 Intermediate Similarity NPC257540
0.7586 Intermediate Similarity NPC474387
0.7583 Intermediate Similarity NPC321402
0.7573 Intermediate Similarity NPC220596
0.7568 Intermediate Similarity NPC112903
0.7568 Intermediate Similarity NPC66834
0.7563 Intermediate Similarity NPC328504
0.7544 Intermediate Similarity NPC302371
0.7526 Intermediate Similarity NPC328178
0.7523 Intermediate Similarity NPC471228
0.7523 Intermediate Similarity NPC235762
0.7522 Intermediate Similarity NPC474057
0.7522 Intermediate Similarity NPC475002
0.7522 Intermediate Similarity NPC95126
0.75 Intermediate Similarity NPC224544
0.75 Intermediate Similarity NPC306295
0.75 Intermediate Similarity NPC72729
0.75 Intermediate Similarity NPC474486
0.75 Intermediate Similarity NPC64586
0.7479 Intermediate Similarity NPC99734
0.7436 Intermediate Similarity NPC469663
0.7436 Intermediate Similarity NPC92
0.7436 Intermediate Similarity NPC105141
0.7436 Intermediate Similarity NPC242764
0.7414 Intermediate Similarity NPC476357
0.7407 Intermediate Similarity NPC128723
0.7396 Intermediate Similarity NPC66655
0.7395 Intermediate Similarity NPC151197
0.7391 Intermediate Similarity NPC471179
0.7387 Intermediate Similarity NPC117115
0.7387 Intermediate Similarity NPC471186
0.7383 Intermediate Similarity NPC324602
0.7373 Intermediate Similarity NPC477136
0.735 Intermediate Similarity NPC192948
0.735 Intermediate Similarity NPC35797
0.735 Intermediate Similarity NPC9274
0.7339 Intermediate Similarity NPC174911
0.7321 Intermediate Similarity NPC21594
0.7321 Intermediate Similarity NPC37914
0.7315 Intermediate Similarity NPC79241
0.7315 Intermediate Similarity NPC474073
0.7315 Intermediate Similarity NPC6597
0.7315 Intermediate Similarity NPC77492
0.7304 Intermediate Similarity NPC469912
0.7304 Intermediate Similarity NPC322753
0.7297 Intermediate Similarity NPC272029
0.7297 Intermediate Similarity NPC238696
0.7288 Intermediate Similarity NPC308311
0.7288 Intermediate Similarity NPC38893
0.7288 Intermediate Similarity NPC219112
0.7288 Intermediate Similarity NPC477137
0.7281 Intermediate Similarity NPC58865
0.7273 Intermediate Similarity NPC101025
0.7273 Intermediate Similarity NPC471578
0.7265 Intermediate Similarity NPC221275
0.7265 Intermediate Similarity NPC268160
0.7265 Intermediate Similarity NPC186933
0.7257 Intermediate Similarity NPC151477
0.725 Intermediate Similarity NPC472708
0.7241 Intermediate Similarity NPC228452
0.7241 Intermediate Similarity NPC228425
0.7228 Intermediate Similarity NPC95429
0.7227 Intermediate Similarity NPC172219
0.7227 Intermediate Similarity NPC304510
0.7227 Intermediate Similarity NPC45794
0.7222 Intermediate Similarity NPC202986
0.7222 Intermediate Similarity NPC259512
0.7222 Intermediate Similarity NPC312132
0.7217 Intermediate Similarity NPC44732
0.7213 Intermediate Similarity NPC293831
0.7213 Intermediate Similarity NPC369
0.7213 Intermediate Similarity NPC474115
0.7203 Intermediate Similarity NPC147179
0.72 Intermediate Similarity NPC106313
0.72 Intermediate Similarity NPC269598
0.7196 Intermediate Similarity NPC289769
0.7193 Intermediate Similarity NPC11554
0.719 Intermediate Similarity NPC133389
0.719 Intermediate Similarity NPC183339
0.719 Intermediate Similarity NPC470585
0.719 Intermediate Similarity NPC234337
0.7188 Intermediate Similarity NPC189371
0.7182 Intermediate Similarity NPC211885
0.7179 Intermediate Similarity NPC196673
0.717 Intermediate Similarity NPC304541
0.7168 Intermediate Similarity NPC142326
0.7168 Intermediate Similarity NPC94751
0.7167 Intermediate Similarity NPC254233
0.7167 Intermediate Similarity NPC154030
0.7167 Intermediate Similarity NPC471671
0.7165 Intermediate Similarity NPC82712
0.7157 Intermediate Similarity NPC99482
0.7155 Intermediate Similarity NPC308689
0.7155 Intermediate Similarity NPC66208
0.7155 Intermediate Similarity NPC151537
0.7143 Intermediate Similarity NPC323810
0.7143 Intermediate Similarity NPC469386
0.7143 Intermediate Similarity NPC308828
0.7143 Intermediate Similarity NPC327811
0.7143 Intermediate Similarity NPC254965
0.7131 Intermediate Similarity NPC472981
0.713 Intermediate Similarity NPC8392
0.713 Intermediate Similarity NPC222146
0.713 Intermediate Similarity NPC473524
0.7121 Intermediate Similarity NPC156393
0.712 Intermediate Similarity NPC470726
0.7119 Intermediate Similarity NPC93181
0.7119 Intermediate Similarity NPC12656
0.7107 Intermediate Similarity NPC469644
0.7105 Intermediate Similarity NPC249811
0.7103 Intermediate Similarity NPC138117
0.7103 Intermediate Similarity NPC325292
0.7097 Intermediate Similarity NPC77691
0.7094 Intermediate Similarity NPC306977
0.7094 Intermediate Similarity NPC287055
0.7094 Intermediate Similarity NPC206414
0.7094 Intermediate Similarity NPC46940
0.7094 Intermediate Similarity NPC242957
0.7094 Intermediate Similarity NPC250323
0.7091 Intermediate Similarity NPC122005
0.7091 Intermediate Similarity NPC252821
0.7091 Intermediate Similarity NPC33675
0.7091 Intermediate Similarity NPC299762
0.7083 Intermediate Similarity NPC108218
0.7083 Intermediate Similarity NPC320864
0.708 Intermediate Similarity NPC471350
0.708 Intermediate Similarity NPC321670
0.7075 Intermediate Similarity NPC300017
0.7071 Intermediate Similarity NPC469894
0.7063 Intermediate Similarity NPC470724
0.7054 Intermediate Similarity NPC108497
0.7043 Intermediate Similarity NPC262365
0.7037 Intermediate Similarity NPC152415
0.7037 Intermediate Similarity NPC245187
0.7037 Intermediate Similarity NPC27323

  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 NPC315794 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
0.819 Intermediate Similarity NPD5700 Clinical (unspecified phase)
0.7797 Intermediate Similarity NPD3092 Approved
0.7759 Intermediate Similarity NPD3091 Approved
0.7632 Intermediate Similarity NPD4869 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD7741 Discontinued
0.7541 Intermediate Similarity NPD3094 Phase 2
0.7479 Intermediate Similarity NPD4059 Approved
0.7479 Intermediate Similarity NPD3095 Discontinued
0.7429 Intermediate Similarity NPD845 Approved
0.7396 Intermediate Similarity NPD9294 Approved
0.7333 Intermediate Similarity NPD5125 Phase 3
0.7333 Intermediate Similarity NPD5126 Approved
0.7241 Intermediate Similarity NPD7635 Approved
0.7222 Intermediate Similarity NPD288 Approved
0.7217 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD5738 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4230 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD844 Approved
0.7105 Intermediate Similarity NPD6406 Approved
0.7091 Intermediate Similarity NPD3020 Approved
0.7063 Intermediate Similarity NPD4624 Approved
0.7043 Intermediate Similarity NPD4717 Approved
0.7043 Intermediate Similarity NPD4718 Approved
0.7043 Intermediate Similarity NPD4720 Approved
0.7037 Intermediate Similarity NPD1693 Approved
0.7037 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD1616 Discontinued
0.7025 Intermediate Similarity NPD2227 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD5736 Approved
0.7 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3620 Phase 2
0.7 Intermediate Similarity NPD9495 Approved
0.6975 Remote Similarity NPD2629 Approved
0.6972 Remote Similarity NPD1809 Phase 2
0.6967 Remote Similarity NPD1710 Approved
0.6957 Remote Similarity NPD2342 Discontinued
0.6952 Remote Similarity NPD1101 Approved
0.6947 Remote Similarity NPD5735 Approved
0.6929 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6929 Remote Similarity NPD6085 Phase 2
0.6917 Remote Similarity NPD4198 Discontinued
0.6911 Remote Similarity NPD2932 Approved
0.6911 Remote Similarity NPD3019 Approved
0.6903 Remote Similarity NPD3681 Approved
0.6903 Remote Similarity NPD3683 Approved
0.6903 Remote Similarity NPD5765 Approved
0.687 Remote Similarity NPD6685 Approved
0.686 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6838 Remote Similarity NPD3021 Approved
0.6838 Remote Similarity NPD3022 Approved
0.6833 Remote Similarity NPD5951 Approved
0.6822 Remote Similarity NPD1089 Approved
0.6822 Remote Similarity NPD1086 Approved
0.6822 Remote Similarity NPD1090 Approved
0.6818 Remote Similarity NPD2860 Approved
0.6818 Remote Similarity NPD2859 Approved
0.6815 Remote Similarity NPD5762 Approved
0.6815 Remote Similarity NPD5763 Approved
0.6814 Remote Similarity NPD4817 Approved
0.6814 Remote Similarity NPD4818 Approved
0.6794 Remote Similarity NPD6663 Approved
0.6774 Remote Similarity NPD7725 Approved
0.6767 Remote Similarity NPD6353 Approved
0.6754 Remote Similarity NPD3680 Approved
0.6754 Remote Similarity NPD3682 Approved
0.6742 Remote Similarity NPD4140 Approved
0.6729 Remote Similarity NPD800 Approved
0.6727 Remote Similarity NPD2934 Approved
0.6727 Remote Similarity NPD2933 Approved
0.6727 Remote Similarity NPD4814 Discontinued
0.6726 Remote Similarity NPD289 Clinical (unspecified phase)
0.6697 Remote Similarity NPD159 Clinical (unspecified phase)
0.6697 Remote Similarity NPD1088 Approved
0.6696 Remote Similarity NPD9609 Approved
0.6696 Remote Similarity NPD9612 Approved
0.6696 Remote Similarity NPD179 Clinical (unspecified phase)
0.6696 Remote Similarity NPD9611 Approved
0.6695 Remote Similarity NPD4750 Phase 3
0.6693 Remote Similarity NPD5327 Phase 3
0.6667 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7743 Approved
0.6667 Remote Similarity NPD7742 Approved
0.6667 Remote Similarity NPD854 Approved
0.6667 Remote Similarity NPD855 Approved
0.6667 Remote Similarity NPD5618 Discontinued
0.6641 Remote Similarity NPD5952 Clinical (unspecified phase)
0.664 Remote Similarity NPD4626 Approved
0.6636 Remote Similarity NPD3719 Approved
0.6636 Remote Similarity NPD1409 Phase 3
0.6636 Remote Similarity NPD3718 Approved
0.6613 Remote Similarity NPD7009 Phase 2
0.661 Remote Similarity NPD2684 Approved
0.6609 Remote Similarity NPD4231 Approved
0.6609 Remote Similarity NPD6647 Phase 2
0.6609 Remote Similarity NPD4229 Approved
0.6602 Remote Similarity NPD9250 Approved
0.6587 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6583 Remote Similarity NPD6124 Clinical (unspecified phase)
0.6581 Remote Similarity NPD1445 Approved
0.6581 Remote Similarity NPD1444 Approved
0.6577 Remote Similarity NPD6048 Clinical (unspecified phase)
0.6577 Remote Similarity NPD6049 Phase 2
0.6577 Remote Similarity NPD688 Clinical (unspecified phase)
0.6555 Remote Similarity NPD1792 Phase 2
0.6552 Remote Similarity NPD1237 Approved
0.6542 Remote Similarity NPD1087 Approved
0.6525 Remote Similarity NPD4095 Clinical (unspecified phase)
0.6525 Remote Similarity NPD9532 Phase 3
0.6522 Remote Similarity NPD846 Approved
0.6522 Remote Similarity NPD940 Approved
0.6509 Remote Similarity NPD111 Approved
0.6508 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6508 Remote Similarity NPD5306 Approved
0.6508 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6508 Remote Similarity NPD5305 Approved
0.6504 Remote Similarity NPD7157 Approved
0.6491 Remote Similarity NPD2066 Phase 3
0.6481 Remote Similarity NPD531 Approved
0.6475 Remote Similarity NPD2229 Approved
0.6475 Remote Similarity NPD7159 Clinical (unspecified phase)
0.6475 Remote Similarity NPD2234 Approved
0.6475 Remote Similarity NPD2228 Approved
0.6471 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6471 Remote Similarity NPD41 Approved
0.6471 Remote Similarity NPD5886 Approved
0.6466 Remote Similarity NPD4658 Approved
0.6466 Remote Similarity NPD4656 Approved
0.6457 Remote Similarity NPD3895 Approved
0.6457 Remote Similarity NPD3026 Approved
0.6457 Remote Similarity NPD3023 Approved
0.6457 Remote Similarity NPD3897 Approved
0.6457 Remote Similarity NPD3898 Approved
0.6457 Remote Similarity NPD3896 Approved
0.6452 Remote Similarity NPD6775 Clinical (unspecified phase)
0.6446 Remote Similarity NPD6912 Phase 3
0.6444 Remote Similarity NPD7430 Approved
0.6444 Remote Similarity NPD7431 Approved
0.6434 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5691 Approved
0.6429 Remote Similarity NPD3025 Approved
0.6429 Remote Similarity NPD3024 Approved
0.6423 Remote Similarity NPD497 Approved
0.6412 Remote Similarity NPD6917 Clinical (unspecified phase)
0.641 Remote Similarity NPD315 Approved
0.641 Remote Similarity NPD309 Approved
0.641 Remote Similarity NPD310 Approved
0.641 Remote Similarity NPD311 Approved
0.641 Remote Similarity NPD3047 Approved
0.641 Remote Similarity NPD3048 Approved
0.641 Remote Similarity NPD314 Approved
0.641 Remote Similarity NPD10 Approved
0.641 Remote Similarity NPD3046 Approved
0.6406 Remote Similarity NPD4807 Approved
0.6406 Remote Similarity NPD4806 Approved
0.64 Remote Similarity NPD7610 Discontinued
0.6397 Remote Similarity NPD2157 Approved
0.6397 Remote Similarity NPD6653 Approved
0.6393 Remote Similarity NPD6858 Approved
0.6393 Remote Similarity NPD7094 Approved
0.6393 Remote Similarity NPD7843 Approved
0.6391 Remote Similarity NPD7008 Discontinued
0.6387 Remote Similarity NPD290 Approved
0.6385 Remote Similarity NPD1283 Approved
0.6385 Remote Similarity NPD6696 Suspended
0.6383 Remote Similarity NPD7910 Clinical (unspecified phase)
0.6378 Remote Similarity NPD2286 Discontinued
0.6378 Remote Similarity NPD1751 Approved
0.6371 Remote Similarity NPD3317 Approved
0.637 Remote Similarity NPD4060 Phase 1
0.6364 Remote Similarity NPD3661 Approved
0.6364 Remote Similarity NPD3662 Phase 3
0.6364 Remote Similarity NPD3663 Approved
0.6364 Remote Similarity NPD4025 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4254 Approved
0.6364 Remote Similarity NPD4253 Approved
0.6364 Remote Similarity NPD3664 Approved
0.6364 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6357 Remote Similarity NPD3638 Discontinued
0.6355 Remote Similarity NPD5734 Clinical (unspecified phase)
0.6349 Remote Similarity NPD4479 Discontinued
0.6341 Remote Similarity NPD496 Approved
0.6341 Remote Similarity NPD1398 Phase 1
0.6341 Remote Similarity NPD495 Approved
0.6341 Remote Similarity NPD498 Approved
0.6338 Remote Similarity NPD7236 Approved
0.6331 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6331 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6331 Remote Similarity NPD6002 Phase 3
0.6331 Remote Similarity NPD6005 Phase 3
0.6331 Remote Similarity NPD6004 Phase 3
0.6328 Remote Similarity NPD4135 Approved
0.6328 Remote Similarity NPD4106 Approved
0.6328 Remote Similarity NPD4136 Approved
0.6325 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6325 Remote Similarity NPD1930 Approved
0.6325 Remote Similarity NPD1929 Approved
0.6321 Remote Similarity NPD3971 Phase 1
0.632 Remote Similarity NPD7340 Approved
0.632 Remote Similarity NPD694 Clinical (unspecified phase)
0.6316 Remote Similarity NPD1566 Phase 3

  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