Structure

Physi-Chem Properties

Molecular Weight:  238.19
Volume:  265.827
LogP:  2.46
LogD:  2.688
LogS:  -1.389
# Rotatable Bonds:  1
TPSA:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.69
Synthetic Accessibility Score:  4.091
Fsp3:  0.867
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -4.53
MDCK Permeability:  1.5126701327972114e-05
Pgp-inhibitor:  0.006
Pgp-substrate:  0.098
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.884
30% Bioavailability (F30%):  0.027

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.544
Plasma Protein Binding (PPB):  61.19287872314453%
Volume Distribution (VD):  0.909
Pgp-substrate:  36.12339782714844%

ADMET: Metabolism

CYP1A2-inhibitor:  0.025
CYP1A2-substrate:  0.138
CYP2C19-inhibitor:  0.015
CYP2C19-substrate:  0.571
CYP2C9-inhibitor:  0.032
CYP2C9-substrate:  0.174
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.336
CYP3A4-inhibitor:  0.022
CYP3A4-substrate:  0.204

ADMET: Excretion

Clearance (CL):  10.563
Half-life (T1/2):  0.588

ADMET: Toxicity

hERG Blockers:  0.024
Human Hepatotoxicity (H-HT):  0.218
Drug-inuced Liver Injury (DILI):  0.032
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.819
Maximum Recommended Daily Dose:  0.429
Skin Sensitization:  0.164
Carcinogencity:  0.414
Eye Corrosion:  0.297
Eye Irritation:  0.462
Respiratory Toxicity:  0.937

Download Data

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

  Natural Product: NPC101128

Natural Product ID:  NPC101128
Common Name*:   Ent-4(15)-Eudesmen-1R,11-Diol
IUPAC Name:   (1S,4aR,6S,8aS)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-ol
Synonyms:  
Standard InCHIKey:  MQOLOUZWNJHZLN-XFMPKHEZSA-N
Standard InCHI:  InChI=1S/C15H26O2/c1-10-5-6-13(16)15(4)8-7-11(9-12(10)15)14(2,3)17/h11-13,16-17H,1,5-9H2,2-4H3/t11-,12+,13-,15-/m0/s1
SMILES:  C=C1CC[C@@H]([C@@]2([C@@H]1C[C@H](CC2)C(O)(C)C)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1079685
PubChem CID:   44479734
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids
          • [CHEMONTID:0000101] Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids

*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
NPO32452 Eutypella sp. Under-species n.a. n.a. n.a. n.a. n.a. PMID[19739600]

☑ 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
NPT639 Cell Line NCI-H187 Homo sapiens IC50 > 210000.0 nM PMID[559297]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 210000.0 nM PMID[559297]
NPT91 Cell Line KB Homo sapiens IC50 > 210000.0 nM PMID[559297]
NPT189 Cell Line Vero Chlorocebus aethiops IC50 > 210000.0 nM PMID[559297]

☑ 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 NPC101128 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
0.9516 High Similarity NPC139207
0.9516 High Similarity NPC185874
0.9516 High Similarity NPC269077
0.9516 High Similarity NPC253303
0.9508 High Similarity NPC60837
0.9508 High Similarity NPC2728
0.9508 High Similarity NPC172613
0.9508 High Similarity NPC208198
0.9508 High Similarity NPC11555
0.9508 High Similarity NPC258595
0.9508 High Similarity NPC282619
0.9365 High Similarity NPC244790
0.9344 High Similarity NPC144650
0.9153 High Similarity NPC474769
0.9153 High Similarity NPC189290
0.9077 High Similarity NPC283316
0.9062 High Similarity NPC245795
0.9062 High Similarity NPC276616
0.9048 High Similarity NPC473929
0.9032 High Similarity NPC68656
0.8939 High Similarity NPC167706
0.8814 High Similarity NPC264779
0.8806 High Similarity NPC95165
0.8769 High Similarity NPC266578
0.875 High Similarity NPC475897
0.873 High Similarity NPC219940
0.8657 High Similarity NPC164022
0.8636 High Similarity NPC234511
0.8636 High Similarity NPC210323
0.8636 High Similarity NPC9942
0.8551 High Similarity NPC3403
0.8529 High Similarity NPC211009
0.8507 High Similarity NPC92801
0.8507 High Similarity NPC45296
0.8485 Intermediate Similarity NPC2648
0.8462 Intermediate Similarity NPC476406
0.8429 Intermediate Similarity NPC91573
0.8429 Intermediate Similarity NPC63958
0.8406 Intermediate Similarity NPC476366
0.8406 Intermediate Similarity NPC472503
0.8406 Intermediate Similarity NPC308440
0.8406 Intermediate Similarity NPC201048
0.8382 Intermediate Similarity NPC301226
0.8382 Intermediate Similarity NPC111234
0.8333 Intermediate Similarity NPC67508
0.8333 Intermediate Similarity NPC84824
0.831 Intermediate Similarity NPC470758
0.831 Intermediate Similarity NPC470711
0.8308 Intermediate Similarity NPC300442
0.8308 Intermediate Similarity NPC64123
0.8286 Intermediate Similarity NPC185536
0.8286 Intermediate Similarity NPC32832
0.8286 Intermediate Similarity NPC144075
0.8286 Intermediate Similarity NPC230704
0.8286 Intermediate Similarity NPC231256
0.8286 Intermediate Similarity NPC212879
0.8286 Intermediate Similarity NPC104387
0.8286 Intermediate Similarity NPC240235
0.8286 Intermediate Similarity NPC70982
0.8286 Intermediate Similarity NPC178383
0.8261 Intermediate Similarity NPC182717
0.8197 Intermediate Similarity NPC39068
0.8194 Intermediate Similarity NPC31828
0.8194 Intermediate Similarity NPC42853
0.8194 Intermediate Similarity NPC472342
0.8194 Intermediate Similarity NPC285761
0.8194 Intermediate Similarity NPC472501
0.8194 Intermediate Similarity NPC301707
0.8169 Intermediate Similarity NPC470749
0.8169 Intermediate Similarity NPC78067
0.8169 Intermediate Similarity NPC278091
0.8169 Intermediate Similarity NPC86305
0.8169 Intermediate Similarity NPC265588
0.8169 Intermediate Similarity NPC14112
0.8169 Intermediate Similarity NPC93662
0.8169 Intermediate Similarity NPC470766
0.8154 Intermediate Similarity NPC225415
0.8143 Intermediate Similarity NPC49168
0.8143 Intermediate Similarity NPC91858
0.8143 Intermediate Similarity NPC476736
0.8143 Intermediate Similarity NPC254509
0.8143 Intermediate Similarity NPC62657
0.8143 Intermediate Similarity NPC145552
0.8143 Intermediate Similarity NPC5046
0.8143 Intermediate Similarity NPC196358
0.8143 Intermediate Similarity NPC243342
0.8143 Intermediate Similarity NPC25511
0.8143 Intermediate Similarity NPC100334
0.8143 Intermediate Similarity NPC477138
0.8143 Intermediate Similarity NPC192638
0.8116 Intermediate Similarity NPC23954
0.8116 Intermediate Similarity NPC242992
0.8116 Intermediate Similarity NPC242001
0.8082 Intermediate Similarity NPC80530
0.8082 Intermediate Similarity NPC49627
0.8082 Intermediate Similarity NPC49599
0.8082 Intermediate Similarity NPC291379
0.8082 Intermediate Similarity NPC273410
0.8065 Intermediate Similarity NPC236588
0.8065 Intermediate Similarity NPC135438
0.8056 Intermediate Similarity NPC40394
0.8056 Intermediate Similarity NPC138502
0.8056 Intermediate Similarity NPC212241
0.8056 Intermediate Similarity NPC101475
0.8056 Intermediate Similarity NPC472805
0.8056 Intermediate Similarity NPC331618
0.8056 Intermediate Similarity NPC257191
0.8056 Intermediate Similarity NPC202540
0.8056 Intermediate Similarity NPC307336
0.8056 Intermediate Similarity NPC157996
0.8056 Intermediate Similarity NPC119355
0.8056 Intermediate Similarity NPC248830
0.8056 Intermediate Similarity NPC260301
0.8056 Intermediate Similarity NPC90979
0.8056 Intermediate Similarity NPC91594
0.8056 Intermediate Similarity NPC130136
0.8056 Intermediate Similarity NPC34177
0.8056 Intermediate Similarity NPC471798
0.803 Intermediate Similarity NPC27243
0.803 Intermediate Similarity NPC476737
0.8028 Intermediate Similarity NPC291503
0.8028 Intermediate Similarity NPC200243
0.8028 Intermediate Similarity NPC477923
0.8028 Intermediate Similarity NPC66566
0.8 Intermediate Similarity NPC220939
0.8 Intermediate Similarity NPC68443
0.8 Intermediate Similarity NPC471799
0.8 Intermediate Similarity NPC472506
0.8 Intermediate Similarity NPC265485
0.8 Intermediate Similarity NPC195489
0.7973 Intermediate Similarity NPC13554
0.7973 Intermediate Similarity NPC102253
0.7973 Intermediate Similarity NPC236237
0.7973 Intermediate Similarity NPC322313
0.7971 Intermediate Similarity NPC34834
0.7971 Intermediate Similarity NPC145498
0.7945 Intermediate Similarity NPC22955
0.7945 Intermediate Similarity NPC300499
0.7945 Intermediate Similarity NPC470396
0.7945 Intermediate Similarity NPC158662
0.7945 Intermediate Similarity NPC230295
0.7945 Intermediate Similarity NPC475
0.7945 Intermediate Similarity NPC477819
0.7945 Intermediate Similarity NPC244385
0.7945 Intermediate Similarity NPC477817
0.7945 Intermediate Similarity NPC474989
0.7945 Intermediate Similarity NPC472502
0.7945 Intermediate Similarity NPC196753
0.7945 Intermediate Similarity NPC99168
0.7945 Intermediate Similarity NPC167037
0.7945 Intermediate Similarity NPC98386
0.7945 Intermediate Similarity NPC138621
0.7945 Intermediate Similarity NPC472499
0.7945 Intermediate Similarity NPC253807
0.7945 Intermediate Similarity NPC102708
0.7945 Intermediate Similarity NPC6978
0.7945 Intermediate Similarity NPC472500
0.7941 Intermediate Similarity NPC96484
0.7941 Intermediate Similarity NPC208999
0.7941 Intermediate Similarity NPC94192
0.7917 Intermediate Similarity NPC265328
0.7917 Intermediate Similarity NPC27765
0.7917 Intermediate Similarity NPC73875
0.7917 Intermediate Similarity NPC38141
0.7917 Intermediate Similarity NPC189883
0.7917 Intermediate Similarity NPC237460
0.7917 Intermediate Similarity NPC106432
0.7917 Intermediate Similarity NPC290598
0.7917 Intermediate Similarity NPC122418
0.7917 Intermediate Similarity NPC30590
0.7917 Intermediate Similarity NPC120098
0.791 Intermediate Similarity NPC103734
0.7887 Intermediate Similarity NPC306727
0.7887 Intermediate Similarity NPC471797
0.7887 Intermediate Similarity NPC71152
0.7879 Intermediate Similarity NPC323424
0.7879 Intermediate Similarity NPC96793
0.7857 Intermediate Similarity NPC477792
0.7857 Intermediate Similarity NPC110799
0.7857 Intermediate Similarity NPC164045
0.7857 Intermediate Similarity NPC471272
0.7846 Intermediate Similarity NPC79576
0.7846 Intermediate Similarity NPC147524
0.7846 Intermediate Similarity NPC41160
0.7846 Intermediate Similarity NPC282694
0.7846 Intermediate Similarity NPC194208
0.7838 Intermediate Similarity NPC472463
0.7838 Intermediate Similarity NPC472742
0.7838 Intermediate Similarity NPC53744
0.7838 Intermediate Similarity NPC1319
0.7838 Intermediate Similarity NPC80297
0.7838 Intermediate Similarity NPC475727
0.7838 Intermediate Similarity NPC24504
0.7838 Intermediate Similarity NPC476316
0.7838 Intermediate Similarity NPC116119
0.7838 Intermediate Similarity NPC5604
0.7826 Intermediate Similarity NPC474248
0.7826 Intermediate Similarity NPC476431
0.7808 Intermediate Similarity NPC318495
0.7808 Intermediate Similarity NPC198968

  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 NPC101128 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
0.7973 Intermediate Similarity NPD7525 Registered
0.7838 Intermediate Similarity NPD7645 Phase 2
0.7671 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7639 Intermediate Similarity NPD6926 Approved
0.7639 Intermediate Similarity NPD6924 Approved
0.7534 Intermediate Similarity NPD6942 Approved
0.7534 Intermediate Similarity NPD7339 Approved
0.7432 Intermediate Similarity NPD6933 Approved
0.7288 Intermediate Similarity NPD385 Approved
0.7288 Intermediate Similarity NPD384 Approved
0.7273 Intermediate Similarity NPD7509 Discontinued
0.725 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD3618 Phase 1
0.7123 Intermediate Similarity NPD4243 Approved
0.7089 Intermediate Similarity NPD3667 Approved
0.7083 Intermediate Similarity NPD6923 Approved
0.7083 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD6922 Approved
0.7059 Intermediate Similarity NPD368 Approved
0.7051 Intermediate Similarity NPD4748 Discontinued
0.7051 Intermediate Similarity NPD6930 Phase 2
0.7051 Intermediate Similarity NPD6931 Approved
0.7 Intermediate Similarity NPD4788 Approved
0.6986 Remote Similarity NPD7144 Approved
0.6986 Remote Similarity NPD7143 Approved
0.6933 Remote Similarity NPD4785 Approved
0.6933 Remote Similarity NPD4784 Approved
0.6923 Remote Similarity NPD6929 Approved
0.6914 Remote Similarity NPD3666 Approved
0.6914 Remote Similarity NPD3133 Approved
0.6914 Remote Similarity NPD4786 Approved
0.6914 Remote Similarity NPD3665 Phase 1
0.6905 Remote Similarity NPD5328 Approved
0.6892 Remote Similarity NPD7152 Approved
0.6892 Remote Similarity NPD7151 Approved
0.6892 Remote Similarity NPD7150 Approved
0.6883 Remote Similarity NPD6932 Approved
0.6867 Remote Similarity NPD4751 Clinical (unspecified phase)
0.686 Remote Similarity NPD4202 Approved
0.6842 Remote Similarity NPD5275 Approved
0.6842 Remote Similarity NPD4190 Phase 3
0.6842 Remote Similarity NPD8264 Approved
0.6795 Remote Similarity NPD7322 Clinical (unspecified phase)
0.679 Remote Similarity NPD6695 Phase 3
0.6757 Remote Similarity NPD4787 Phase 1
0.6744 Remote Similarity NPD7515 Phase 2
0.6744 Remote Similarity NPD6079 Approved
0.6709 Remote Similarity NPD6683 Phase 2
0.6709 Remote Similarity NPD4195 Approved
0.6707 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5776 Phase 2
0.6667 Remote Similarity NPD6925 Approved
0.6627 Remote Similarity NPD6893 Approved
0.6625 Remote Similarity NPD7332 Phase 2
0.6625 Remote Similarity NPD7514 Phase 3
0.6622 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6622 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6582 Remote Similarity NPD7145 Approved
0.6556 Remote Similarity NPD4755 Approved
0.6552 Remote Similarity NPD8034 Phase 2
0.6552 Remote Similarity NPD8035 Phase 2
0.6543 Remote Similarity NPD6898 Phase 1
0.6528 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6512 Remote Similarity NPD4753 Phase 2
0.6471 Remote Similarity NPD7524 Approved
0.6471 Remote Similarity NPD7750 Discontinued
0.6463 Remote Similarity NPD4223 Phase 3
0.6463 Remote Similarity NPD4221 Approved
0.6447 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6447 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6444 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6444 Remote Similarity NPD4697 Phase 3
0.6444 Remote Similarity NPD5221 Approved
0.6444 Remote Similarity NPD5222 Approved
0.6429 Remote Similarity NPD1145 Discontinued
0.6418 Remote Similarity NPD342 Phase 1
0.6413 Remote Similarity NPD4700 Approved
0.6413 Remote Similarity NPD5285 Approved
0.6413 Remote Similarity NPD4696 Approved
0.6413 Remote Similarity NPD5286 Approved
0.641 Remote Similarity NPD3703 Phase 2
0.6404 Remote Similarity NPD7748 Approved
0.64 Remote Similarity NPD3698 Phase 2
0.6389 Remote Similarity NPD371 Approved
0.6374 Remote Similarity NPD5173 Approved
0.6353 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6353 Remote Similarity NPD5279 Phase 3
0.6344 Remote Similarity NPD5223 Approved
0.6341 Remote Similarity NPD6902 Approved
0.6329 Remote Similarity NPD6117 Approved
0.6316 Remote Similarity NPD4244 Approved
0.6316 Remote Similarity NPD4245 Approved
0.631 Remote Similarity NPD4197 Approved
0.631 Remote Similarity NPD3668 Phase 3
0.6304 Remote Similarity NPD5290 Discontinued
0.6304 Remote Similarity NPD7638 Approved
0.629 Remote Similarity NPD388 Approved
0.629 Remote Similarity NPD386 Approved
0.6282 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6277 Remote Similarity NPD5211 Phase 2
0.6277 Remote Similarity NPD5225 Approved
0.6277 Remote Similarity NPD4633 Approved
0.6277 Remote Similarity NPD5224 Approved
0.6277 Remote Similarity NPD5226 Approved
0.625 Remote Similarity NPD6116 Phase 1
0.6237 Remote Similarity NPD7639 Approved
0.6237 Remote Similarity NPD7640 Approved
0.6235 Remote Similarity NPD5329 Approved
0.622 Remote Similarity NPD4695 Discontinued
0.6211 Remote Similarity NPD4754 Approved
0.6211 Remote Similarity NPD5175 Approved
0.6211 Remote Similarity NPD5174 Approved
0.6196 Remote Similarity NPD7902 Approved
0.618 Remote Similarity NPD7087 Discontinued
0.6173 Remote Similarity NPD6118 Approved
0.6173 Remote Similarity NPD3617 Approved
0.6173 Remote Similarity NPD6114 Approved
0.6173 Remote Similarity NPD6697 Approved
0.6173 Remote Similarity NPD6115 Approved
0.6163 Remote Similarity NPD4688 Approved
0.6163 Remote Similarity NPD5205 Approved
0.6163 Remote Similarity NPD4690 Approved
0.6163 Remote Similarity NPD4693 Phase 3
0.6163 Remote Similarity NPD4138 Approved
0.6163 Remote Similarity NPD4623 Approved
0.6163 Remote Similarity NPD4689 Approved
0.6163 Remote Similarity NPD4519 Discontinued
0.6154 Remote Similarity NPD4629 Approved
0.6154 Remote Similarity NPD5210 Approved
0.6146 Remote Similarity NPD5141 Approved
0.6129 Remote Similarity NPD4225 Approved
0.6111 Remote Similarity NPD6399 Phase 3
0.6104 Remote Similarity NPD4789 Approved
0.6082 Remote Similarity NPD6402 Approved
0.6082 Remote Similarity NPD7128 Approved
0.6082 Remote Similarity NPD4767 Approved
0.6082 Remote Similarity NPD5739 Approved
0.6082 Remote Similarity NPD4768 Approved
0.6082 Remote Similarity NPD6675 Approved
0.6066 Remote Similarity NPD1799 Clinical (unspecified phase)
0.6053 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6053 Remote Similarity NPD6705 Phase 1
0.6053 Remote Similarity NPD5360 Phase 3
0.6023 Remote Similarity NPD4722 Approved
0.6023 Remote Similarity NPD4723 Approved
0.6022 Remote Similarity NPD6083 Phase 2
0.6022 Remote Similarity NPD6084 Phase 2
0.602 Remote Similarity NPD5697 Approved
0.602 Remote Similarity NPD5701 Approved
0.6 Remote Similarity NPD4159 Approved
0.5977 Remote Similarity NPD5330 Approved
0.5977 Remote Similarity NPD7334 Approved
0.5977 Remote Similarity NPD7146 Approved
0.5977 Remote Similarity NPD5280 Approved
0.5977 Remote Similarity NPD7521 Approved
0.5977 Remote Similarity NPD6409 Approved
0.5977 Remote Similarity NPD5690 Phase 2
0.5977 Remote Similarity NPD4694 Approved
0.5977 Remote Similarity NPD6684 Approved
0.5976 Remote Similarity NPD3671 Phase 1
0.596 Remote Similarity NPD4729 Approved
0.596 Remote Similarity NPD6011 Approved
0.596 Remote Similarity NPD5128 Approved
0.596 Remote Similarity NPD7320 Approved
0.596 Remote Similarity NPD6881 Approved
0.596 Remote Similarity NPD6899 Approved
0.596 Remote Similarity NPD4730 Approved
0.5955 Remote Similarity NPD6051 Approved
0.5952 Remote Similarity NPD4139 Approved
0.5952 Remote Similarity NPD4692 Approved
0.5909 Remote Similarity NPD3573 Approved
0.59 Remote Similarity NPD6012 Approved
0.59 Remote Similarity NPD6373 Approved
0.59 Remote Similarity NPD6014 Approved
0.59 Remote Similarity NPD6013 Approved
0.59 Remote Similarity NPD6372 Approved
0.5875 Remote Similarity NPD1811 Approved
0.5875 Remote Similarity NPD1810 Approved
0.587 Remote Similarity NPD7900 Approved
0.587 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5862 Remote Similarity NPD1696 Phase 3
0.5843 Remote Similarity NPD6903 Approved
0.5843 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5842 Remote Similarity NPD5248 Approved
0.5842 Remote Similarity NPD5169 Approved
0.5842 Remote Similarity NPD5249 Phase 3
0.5842 Remote Similarity NPD5251 Approved
0.5842 Remote Similarity NPD6883 Approved
0.5842 Remote Similarity NPD7102 Approved
0.5842 Remote Similarity NPD7290 Approved
0.5842 Remote Similarity NPD5250 Approved
0.5842 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5842 Remote Similarity NPD5247 Approved
0.5842 Remote Similarity NPD4634 Approved
0.5842 Remote Similarity NPD5135 Approved
0.5833 Remote Similarity NPD6928 Phase 2
0.5824 Remote Similarity NPD6411 Approved
0.5823 Remote Similarity NPD4758 Discontinued
0.5806 Remote Similarity NPD5695 Phase 3
0.5802 Remote Similarity NPD3702 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