Structure

Physi-Chem Properties

Molecular Weight:  311.12
Volume:  307.441
LogP:  1.976
LogD:  2.346
LogS:  -1.707
# Rotatable Bonds:  1
TPSA:  59.95
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.847
Synthetic Accessibility Score:  3.331
Fsp3:  0.333
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.116
MDCK Permeability:  1.700874781818129e-05
Pgp-inhibitor:  0.018
Pgp-substrate:  0.866
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.916
Plasma Protein Binding (PPB):  93.80223846435547%
Volume Distribution (VD):  1.912
Pgp-substrate:  7.436590671539307%

ADMET: Metabolism

CYP1A2-inhibitor:  0.798
CYP1A2-substrate:  0.651
CYP2C19-inhibitor:  0.418
CYP2C19-substrate:  0.756
CYP2C9-inhibitor:  0.016
CYP2C9-substrate:  0.654
CYP2D6-inhibitor:  0.662
CYP2D6-substrate:  0.918
CYP3A4-inhibitor:  0.499
CYP3A4-substrate:  0.731

ADMET: Excretion

Clearance (CL):  13.297
Half-life (T1/2):  0.221

ADMET: Toxicity

hERG Blockers:  0.446
Human Hepatotoxicity (H-HT):  0.422
Drug-inuced Liver Injury (DILI):  0.546
AMES Toxicity:  0.808
Rat Oral Acute Toxicity:  0.729
Maximum Recommended Daily Dose:  0.974
Skin Sensitization:  0.555
Carcinogencity:  0.559
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.918

Download Data

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

  Natural Product: NPC135772

Natural Product ID:  NPC135772
Common Name*:   Launobine
IUPAC Name:   n.a.
Synonyms:   Launobine
Standard InCHIKey:  JIFBCUOVFPCZEW-NSHDSACASA-N
Standard InCHI:  InChI=1S/C18H17NO4/c1-21-12-3-2-9-6-11-14-10(4-5-19-11)7-13-18(23-8-22-13)16(14)15(9)17(12)20/h2-3,7,11,19-20H,4-6,8H2,1H3/t11-/m0/s1
SMILES:  COc1ccc2c(c1O)c1c3[C@H](C2)NCCc3cc2c1OCO2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL516862
PubChem CID:   177134
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000279] Alkaloids and derivatives
      • [CHEMONTID:0000381] Aporphines

*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
NPO23076 Illigera luzonensis Species Hernandiaceae Eukaryota n.a. n.a. n.a. PMID[9214740]
NPO22727 Avena fatua Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23076 Illigera luzonensis Species Hernandiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16798 Piper sylvaticum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21569 Helichrysum fulvum Species Asteraceae 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. Activity = 84.2 % PMID[465765]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 11.8 % PMID[465765]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 29.9 % PMID[465765]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 70.7 % PMID[465765]

☑ 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 NPC135772 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
0.9879 High Similarity NPC155442
0.9879 High Similarity NPC477561
0.9879 High Similarity NPC312918
0.9879 High Similarity NPC476574
0.9639 High Similarity NPC114364
0.9639 High Similarity NPC320223
0.9636 High Similarity NPC477558
0.9588 High Similarity NPC476576
0.9588 High Similarity NPC186546
0.9576 High Similarity NPC477020
0.9576 High Similarity NPC192135
0.9576 High Similarity NPC66341
0.9529 High Similarity NPC57036
0.9518 High Similarity NPC199465
0.9518 High Similarity NPC229166
0.9518 High Similarity NPC128560
0.9455 High Similarity NPC152212
0.9455 High Similarity NPC477562
0.9455 High Similarity NPC6152
0.9455 High Similarity NPC26240
0.9455 High Similarity NPC69712
0.9294 High Similarity NPC32413
0.9294 High Similarity NPC474506
0.9273 High Similarity NPC304659
0.9273 High Similarity NPC35627
0.9273 High Similarity NPC86144
0.9273 High Similarity NPC476573
0.9273 High Similarity NPC81247
0.924 High Similarity NPC476575
0.924 High Similarity NPC116284
0.9235 High Similarity NPC258695
0.9235 High Similarity NPC470879
0.9235 High Similarity NPC474507
0.9217 High Similarity NPC247389
0.9217 High Similarity NPC145832
0.9217 High Similarity NPC474931
0.9217 High Similarity NPC81218
0.9217 High Similarity NPC158376
0.9217 High Similarity NPC12053
0.9217 High Similarity NPC306555
0.9217 High Similarity NPC298979
0.9217 High Similarity NPC117188
0.9217 High Similarity NPC205421
0.9176 High Similarity NPC23219
0.9157 High Similarity NPC219341
0.9157 High Similarity NPC24264
0.9157 High Similarity NPC476432
0.9152 High Similarity NPC189470
0.9143 High Similarity NPC475754
0.9128 High Similarity NPC248642
0.9123 High Similarity NPC267408
0.9118 High Similarity NPC148709
0.9118 High Similarity NPC112575
0.9118 High Similarity NPC476577
0.9118 High Similarity NPC173416
0.9096 High Similarity NPC477563
0.9096 High Similarity NPC13504
0.9096 High Similarity NPC136508
0.9096 High Similarity NPC253043
0.9096 High Similarity NPC167546
0.9096 High Similarity NPC306843
0.9096 High Similarity NPC78222
0.9096 High Similarity NPC196447
0.9096 High Similarity NPC16805
0.9096 High Similarity NPC225774
0.9096 High Similarity NPC302527
0.9096 High Similarity NPC212794
0.9096 High Similarity NPC96603
0.9091 High Similarity NPC117717
0.9075 High Similarity NPC156576
0.9036 High Similarity NPC324144
0.9036 High Similarity NPC1229
0.9017 High Similarity NPC275132
0.9012 High Similarity NPC126284
0.8988 High Similarity NPC210918
0.8977 High Similarity NPC82763
0.8916 High Similarity NPC266753
0.8916 High Similarity NPC477559
0.8916 High Similarity NPC306902
0.8916 High Similarity NPC27410
0.8916 High Similarity NPC166014
0.8916 High Similarity NPC160298
0.8916 High Similarity NPC232924
0.8848 High Similarity NPC203784
0.8848 High Similarity NPC170503
0.8848 High Similarity NPC126519
0.883 High Similarity NPC19520
0.883 High Similarity NPC239775
0.883 High Similarity NPC149090
0.8795 High Similarity NPC476572
0.8772 High Similarity NPC118274
0.8772 High Similarity NPC168753
0.8765 High Similarity NPC204947
0.8757 High Similarity NPC214116
0.8757 High Similarity NPC238530
0.8757 High Similarity NPC232514
0.8757 High Similarity NPC276944
0.8736 High Similarity NPC294790
0.8736 High Similarity NPC118633
0.8736 High Similarity NPC148693
0.8675 High Similarity NPC325871
0.8675 High Similarity NPC99659
0.8639 High Similarity NPC60186
0.8631 High Similarity NPC111485
0.8621 High Similarity NPC329969
0.8614 High Similarity NPC2295
0.8614 High Similarity NPC477564
0.8606 High Similarity NPC277669
0.8606 High Similarity NPC76213
0.8605 High Similarity NPC241055
0.8563 High Similarity NPC2314
0.8538 High Similarity NPC168409
0.8519 High Similarity NPC46990
0.8494 Intermediate Similarity NPC81733
0.8494 Intermediate Similarity NPC326316
0.8485 Intermediate Similarity NPC60538
0.8485 Intermediate Similarity NPC207824
0.8402 Intermediate Similarity NPC186063
0.8398 Intermediate Similarity NPC474904
0.8398 Intermediate Similarity NPC237579
0.8382 Intermediate Similarity NPC193853
0.8382 Intermediate Similarity NPC195392
0.8382 Intermediate Similarity NPC223077
0.8382 Intermediate Similarity NPC56887
0.8343 Intermediate Similarity NPC207757
0.8343 Intermediate Similarity NPC193949
0.8343 Intermediate Similarity NPC216459
0.8343 Intermediate Similarity NPC172765
0.8343 Intermediate Similarity NPC469817
0.8343 Intermediate Similarity NPC110416
0.8343 Intermediate Similarity NPC5238
0.8343 Intermediate Similarity NPC109925
0.8343 Intermediate Similarity NPC39701
0.8343 Intermediate Similarity NPC54379
0.8343 Intermediate Similarity NPC41178
0.8343 Intermediate Similarity NPC278799
0.8343 Intermediate Similarity NPC189266
0.8343 Intermediate Similarity NPC2413
0.8343 Intermediate Similarity NPC127674
0.8343 Intermediate Similarity NPC138487
0.8343 Intermediate Similarity NPC244112
0.8343 Intermediate Similarity NPC204828
0.8343 Intermediate Similarity NPC249797
0.8343 Intermediate Similarity NPC184026
0.8343 Intermediate Similarity NPC295691
0.8343 Intermediate Similarity NPC276588
0.8333 Intermediate Similarity NPC150879
0.8333 Intermediate Similarity NPC210140
0.8324 Intermediate Similarity NPC209377
0.8313 Intermediate Similarity NPC246587
0.8313 Intermediate Similarity NPC428
0.8313 Intermediate Similarity NPC24233
0.8313 Intermediate Similarity NPC135538
0.8313 Intermediate Similarity NPC147390
0.8313 Intermediate Similarity NPC476571
0.8313 Intermediate Similarity NPC475959
0.8294 Intermediate Similarity NPC146288
0.8278 Intermediate Similarity NPC233718
0.8276 Intermediate Similarity NPC264850
0.8276 Intermediate Similarity NPC124657
0.8276 Intermediate Similarity NPC13916
0.8268 Intermediate Similarity NPC32154
0.8263 Intermediate Similarity NPC477565
0.8263 Intermediate Similarity NPC103379
0.8261 Intermediate Similarity NPC478093
0.8261 Intermediate Similarity NPC24260
0.8253 Intermediate Similarity NPC191376
0.8253 Intermediate Similarity NPC321505
0.8253 Intermediate Similarity NPC179825
0.8246 Intermediate Similarity NPC79328
0.8229 Intermediate Similarity NPC181653
0.8229 Intermediate Similarity NPC190332
0.8225 Intermediate Similarity NPC26601
0.8218 Intermediate Similarity NPC24465
0.8218 Intermediate Similarity NPC121275
0.8218 Intermediate Similarity NPC284183
0.8218 Intermediate Similarity NPC134858
0.8218 Intermediate Similarity NPC4138
0.8216 Intermediate Similarity NPC478091
0.8216 Intermediate Similarity NPC478092
0.8216 Intermediate Similarity NPC256124
0.8216 Intermediate Similarity NPC30182
0.8216 Intermediate Similarity NPC473589
0.8214 Intermediate Similarity NPC88249
0.8214 Intermediate Similarity NPC192768
0.8214 Intermediate Similarity NPC97221
0.8214 Intermediate Similarity NPC220858
0.8214 Intermediate Similarity NPC151895
0.8211 Intermediate Similarity NPC156728
0.8211 Intermediate Similarity NPC244606
0.8202 Intermediate Similarity NPC187678
0.8197 Intermediate Similarity NPC312531
0.8192 Intermediate Similarity NPC231371
0.8192 Intermediate Similarity NPC475215
0.8192 Intermediate Similarity NPC108434
0.8187 Intermediate Similarity NPC31311
0.8187 Intermediate Similarity NPC234392
0.8187 Intermediate Similarity NPC29647
0.8182 Intermediate Similarity NPC294249
0.8161 Intermediate Similarity NPC233650

  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 NPC135772 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
0.8294 Intermediate Similarity NPD2978 Approved
0.8294 Intermediate Similarity NPD2977 Approved
0.8193 Intermediate Similarity NPD2421 Approved
0.8193 Intermediate Similarity NPD2420 Approved
0.8182 Intermediate Similarity NPD2489 Approved
0.8182 Intermediate Similarity NPD27 Approved
0.8171 Intermediate Similarity NPD3051 Approved
0.8142 Intermediate Similarity NPD7906 Approved
0.8133 Intermediate Similarity NPD3845 Phase 1
0.8133 Intermediate Similarity NPD2422 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD2969 Approved
0.8125 Intermediate Similarity NPD2970 Approved
0.8022 Intermediate Similarity NPD7312 Approved
0.8022 Intermediate Similarity NPD7313 Approved
0.8022 Intermediate Similarity NPD4578 Approved
0.8022 Intermediate Similarity NPD4577 Approved
0.8022 Intermediate Similarity NPD7311 Approved
0.8022 Intermediate Similarity NPD7310 Approved
0.7989 Intermediate Similarity NPD4663 Approved
0.7978 Intermediate Similarity NPD7309 Approved
0.7929 Intermediate Similarity NPD4584 Approved
0.7892 Intermediate Similarity NPD4664 Clinical (unspecified phase)
0.788 Intermediate Similarity NPD8053 Approved
0.788 Intermediate Similarity NPD8054 Approved
0.7869 Intermediate Similarity NPD8453 Clinical (unspecified phase)
0.7816 Intermediate Similarity NPD7298 Approved
0.7784 Intermediate Similarity NPD4581 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD4481 Phase 3
0.7778 Intermediate Similarity NPD2898 Approved
0.7739 Intermediate Similarity NPD7827 Phase 1
0.7733 Intermediate Similarity NPD6030 Approved
0.7733 Intermediate Similarity NPD4727 Phase 1
0.7733 Intermediate Similarity NPD6031 Approved
0.7672 Intermediate Similarity NPD2490 Approved
0.7672 Intermediate Similarity NPD2488 Approved
0.767 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD1632 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD2493 Approved
0.759 Intermediate Similarity NPD2494 Approved
0.759 Intermediate Similarity NPD3452 Approved
0.759 Intermediate Similarity NPD3450 Approved
0.7569 Intermediate Similarity NPD4010 Discontinued
0.7556 Intermediate Similarity NPD7201 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD5241 Discontinued
0.7542 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7542 Intermediate Similarity NPD7833 Phase 2
0.7542 Intermediate Similarity NPD7831 Phase 2
0.7529 Intermediate Similarity NPD3060 Approved
0.7515 Intermediate Similarity NPD554 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8252 Approved
0.75 Intermediate Similarity NPD8251 Approved
0.75 Intermediate Similarity NPD8099 Discontinued
0.7487 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7475 Intermediate Similarity NPD4583 Approved
0.7475 Intermediate Similarity NPD4582 Approved
0.7473 Intermediate Similarity NPD6071 Discontinued
0.7473 Intermediate Similarity NPD6297 Approved
0.7459 Intermediate Similarity NPD6042 Phase 2
0.7459 Intermediate Similarity NPD42 Phase 2
0.7459 Intermediate Similarity NPD4666 Phase 3
0.7459 Intermediate Similarity NPD8156 Discontinued
0.7447 Intermediate Similarity NPD3534 Clinical (unspecified phase)
0.743 Intermediate Similarity NPD2563 Approved
0.743 Intermediate Similarity NPD2560 Approved
0.7429 Intermediate Similarity NPD5976 Discontinued
0.7424 Intermediate Similarity NPD4002 Approved
0.7424 Intermediate Similarity NPD4004 Approved
0.7418 Intermediate Similarity NPD6723 Discontinued
0.7412 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD5709 Phase 3
0.7399 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7389 Intermediate Similarity NPD6788 Approved
0.7387 Intermediate Similarity NPD4040 Phase 1
0.7385 Intermediate Similarity NPD2974 Approved
0.7385 Intermediate Similarity NPD2975 Approved
0.7385 Intermediate Similarity NPD2973 Approved
0.7371 Intermediate Similarity NPD3647 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD5087 Clinical (unspecified phase)
0.7354 Intermediate Similarity NPD2971 Approved
0.7354 Intermediate Similarity NPD2968 Approved
0.7348 Intermediate Similarity NPD5604 Discontinued
0.7347 Intermediate Similarity NPD4420 Approved
0.7345 Intermediate Similarity NPD4017 Approved
0.7316 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7316 Intermediate Similarity NPD6851 Approved
0.7316 Intermediate Similarity NPD6853 Approved
0.7314 Intermediate Similarity NPD1424 Approved
0.7314 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD7047 Phase 3
0.7277 Intermediate Similarity NPD4859 Phase 1
0.7273 Intermediate Similarity NPD4580 Approved
0.7273 Intermediate Similarity NPD4873 Discontinued
0.7263 Intermediate Similarity NPD4773 Phase 2
0.7263 Intermediate Similarity NPD4772 Phase 2
0.7245 Intermediate Similarity NPD7667 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD5160 Discontinued
0.7238 Intermediate Similarity NPD6997 Phase 2
0.7228 Intermediate Similarity NPD6107 Approved
0.72 Intermediate Similarity NPD5005 Approved
0.72 Intermediate Similarity NPD5006 Approved
0.7189 Intermediate Similarity NPD4166 Phase 2
0.7176 Intermediate Similarity NPD823 Approved
0.7176 Intermediate Similarity NPD817 Approved
0.716 Intermediate Similarity NPD3110 Approved
0.716 Intermediate Similarity NPD3109 Approved
0.7159 Intermediate Similarity NPD7598 Phase 2
0.7158 Intermediate Similarity NPD4055 Discovery
0.7152 Intermediate Similarity NPD3055 Approved
0.7152 Intermediate Similarity NPD3053 Approved
0.7143 Intermediate Similarity NPD7479 Phase 2
0.7143 Intermediate Similarity NPD2677 Approved
0.7143 Intermediate Similarity NPD8152 Approved
0.7143 Intermediate Similarity NPD8153 Approved
0.7135 Intermediate Similarity NPD3640 Phase 3
0.7135 Intermediate Similarity NPD3641 Approved
0.7135 Intermediate Similarity NPD3639 Approved
0.7127 Intermediate Similarity NPD3383 Approved
0.7127 Intermediate Similarity NPD3384 Approved
0.7127 Intermediate Similarity NPD3382 Approved
0.7126 Intermediate Similarity NPD4162 Approved
0.7113 Intermediate Similarity NPD7243 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD3977 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD7281 Phase 3
0.7083 Intermediate Similarity NPD7280 Phase 3
0.7079 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD5582 Discontinued
0.7069 Intermediate Similarity NPD4256 Phase 2
0.7069 Intermediate Similarity NPD4257 Approved
0.7059 Intermediate Similarity NPD3061 Approved
0.7059 Intermediate Similarity NPD3062 Approved
0.7059 Intermediate Similarity NPD3059 Approved
0.7056 Intermediate Similarity NPD6523 Clinical (unspecified phase)
0.7042 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD2028 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD3057 Approved
0.703 Intermediate Similarity NPD2491 Approved
0.703 Intermediate Similarity NPD3448 Approved
0.7029 Intermediate Similarity NPD5177 Phase 3
0.7018 Intermediate Similarity NPD7922 Phase 1
0.7014 Intermediate Similarity NPD8318 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3686 Approved
0.7 Intermediate Similarity NPD1130 Approved
0.7 Intermediate Similarity NPD3687 Approved
0.7 Intermediate Similarity NPD2674 Phase 3
0.7 Intermediate Similarity NPD1136 Approved
0.7 Intermediate Similarity NPD1132 Approved
0.6995 Remote Similarity NPD4585 Approved
0.6994 Remote Similarity NPD1753 Discontinued
0.699 Remote Similarity NPD3408 Clinical (unspecified phase)
0.6989 Remote Similarity NPD5754 Discontinued
0.6984 Remote Similarity NPD5602 Clinical (unspecified phase)
0.6983 Remote Similarity NPD6090 Discontinued
0.6982 Remote Similarity NPD5155 Approved
0.6982 Remote Similarity NPD5156 Approved
0.6982 Remote Similarity NPD2669 Clinical (unspecified phase)
0.6979 Remote Similarity NPD7038 Approved
0.6979 Remote Similarity NPD7039 Approved
0.6977 Remote Similarity NPD5314 Approved
0.6968 Remote Similarity NPD4083 Discontinued
0.6961 Remote Similarity NPD7261 Clinical (unspecified phase)
0.6952 Remote Similarity NPD7802 Discontinued
0.6949 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6948 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6946 Remote Similarity NPD2972 Approved
0.6946 Remote Similarity NPD3533 Approved
0.6941 Remote Similarity NPD598 Approved
0.6941 Remote Similarity NPD5718 Phase 2
0.6941 Remote Similarity NPD601 Approved
0.6941 Remote Similarity NPD597 Approved
0.6939 Remote Similarity NPD3349 Phase 2
0.6932 Remote Similarity NPD6674 Discontinued
0.6932 Remote Similarity NPD4236 Phase 3
0.6932 Remote Similarity NPD4237 Approved
0.6931 Remote Similarity NPD5457 Discontinued
0.6931 Remote Similarity NPD6612 Phase 2
0.6927 Remote Similarity NPD3645 Discontinued
0.6923 Remote Similarity NPD3594 Approved
0.6923 Remote Similarity NPD3595 Approved
0.6923 Remote Similarity NPD2605 Approved
0.6923 Remote Similarity NPD2606 Approved
0.6914 Remote Similarity NPD4725 Approved
0.6914 Remote Similarity NPD4726 Approved
0.6914 Remote Similarity NPD4721 Approved
0.6911 Remote Similarity NPD5095 Phase 3
0.6911 Remote Similarity NPD3933 Discontinued
0.6911 Remote Similarity NPD5096 Phase 3
0.691 Remote Similarity NPD3122 Phase 3
0.6904 Remote Similarity NPD7235 Clinical (unspecified phase)
0.6904 Remote Similarity NPD2845 Phase 2
0.6904 Remote Similarity NPD2843 Phase 2
0.6902 Remote Similarity NPD5773 Approved
0.6902 Remote Similarity NPD5772 Approved
0.6897 Remote Similarity NPD2154 Approved
0.6897 Remote Similarity NPD2156 Approved
0.6897 Remote Similarity NPD4108 Discontinued
0.6897 Remote Similarity NPD2155 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