Structure

Physi-Chem Properties

Molecular Weight:  614.4
Volume:  695.597
LogP:  4.942
LogD:  3.825
LogS:  -5.219
# Rotatable Bonds:  9
TPSA:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.124
Synthetic Accessibility Score:  5.324
Fsp3:  0.475
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.23
MDCK Permeability:  1.589046405570116e-05
Pgp-inhibitor:  0.225
Pgp-substrate:  0.9
Human Intestinal Absorption (HIA):  0.021
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.009
Plasma Protein Binding (PPB):  100.49900817871094%
Volume Distribution (VD):  2.63
Pgp-substrate:  3.8529574871063232%

ADMET: Metabolism

CYP1A2-inhibitor:  0.345
CYP1A2-substrate:  0.843
CYP2C19-inhibitor:  0.889
CYP2C19-substrate:  0.897
CYP2C9-inhibitor:  0.765
CYP2C9-substrate:  0.992
CYP2D6-inhibitor:  0.94
CYP2D6-substrate:  0.906
CYP3A4-inhibitor:  0.977
CYP3A4-substrate:  0.661

ADMET: Excretion

Clearance (CL):  3.912
Half-life (T1/2):  0.027

ADMET: Toxicity

hERG Blockers:  0.005
Human Hepatotoxicity (H-HT):  0.797
Drug-inuced Liver Injury (DILI):  0.391
AMES Toxicity:  0.356
Rat Oral Acute Toxicity:  0.794
Maximum Recommended Daily Dose:  0.987
Skin Sensitization:  0.92
Carcinogencity:  0.916
Eye Corrosion:  0.004
Eye Irritation:  0.047
Respiratory Toxicity:  0.985

Download Data

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

  Natural Product: NPC19771

Natural Product ID:  NPC19771
Common Name*:   (3R,3'r,5S)-3,3',5,19'-Tetrahydroxy-7',8'-Didehydro-Gamma,Epsilon-Carotene-8-One
IUPAC Name:   (1E,3E,5E,7E,9E,11E,13E,15Z)-1-[(2R,4S)-2,4-dihydroxy-2,6,6-trimethylcyclohexylidene]-16-(hydroxymethyl)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12-trimethyloctadeca-3,5,7,9,11,13,15-heptaen-17-yn-2-one
Synonyms:  
Standard InCHIKey:  FLFJZZNKVVNCFQ-YBZZSZPVSA-N
Standard InCHI:  InChI=1S/C40H54O5/c1-28(16-12-18-30(3)36(44)23-37-39(7,8)25-34(43)26-40(37,9)45)14-10-11-15-29(2)17-13-19-32(27-41)20-21-35-31(4)22-33(42)24-38(35,5)6/h10-19,23,33-34,41-43,45H,22,24-27H2,1-9H3/b11-10+,16-12+,17-13+,28-14+,29-15+,30-18+,32-19-,37-23+/t33-,34+,40-/m1/s1
SMILES:  C/C(=CC=CC=C(/C)C=CC=C(C#CC1=C(C)C[C@H](CC1(C)C)O)/CO)/C=C/C=C(C)/C(=O)/C=C/1C(C)(C)C[C@@H](C[C@@]1(C)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL499737
PubChem CID:   11227325
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO33487 prianos osiros Species n.a. n.a. n.a. n.a. n.a. PMID[15787458]

☑ 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
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 4.38 ug.mL-1 PMID[470470]

☑ 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 NPC19771 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
0.8191 Intermediate Similarity NPC78159
0.8152 Intermediate Similarity NPC314727
0.81 Intermediate Similarity NPC128828
0.7938 Intermediate Similarity NPC99726
0.7732 Intermediate Similarity NPC476245
0.7732 Intermediate Similarity NPC180950
0.7723 Intermediate Similarity NPC476848
0.7717 Intermediate Similarity NPC109528
0.7667 Intermediate Similarity NPC249423
0.766 Intermediate Similarity NPC229612
0.766 Intermediate Similarity NPC7280
0.7629 Intermediate Similarity NPC299100
0.7629 Intermediate Similarity NPC474690
0.7629 Intermediate Similarity NPC279410
0.7629 Intermediate Similarity NPC119562
0.7614 Intermediate Similarity NPC203403
0.7609 Intermediate Similarity NPC302360
0.7604 Intermediate Similarity NPC472978
0.7586 Intermediate Similarity NPC313179
0.7586 Intermediate Similarity NPC69383
0.7586 Intermediate Similarity NPC171148
0.7582 Intermediate Similarity NPC224455
0.7579 Intermediate Similarity NPC473100
0.7579 Intermediate Similarity NPC257485
0.7576 Intermediate Similarity NPC474785
0.7576 Intermediate Similarity NPC474938
0.7556 Intermediate Similarity NPC74086
0.7549 Intermediate Similarity NPC247957
0.7549 Intermediate Similarity NPC249187
0.7527 Intermediate Similarity NPC471267
0.75 Intermediate Similarity NPC79945
0.75 Intermediate Similarity NPC473099
0.75 Intermediate Similarity NPC57370
0.75 Intermediate Similarity NPC471987
0.75 Intermediate Similarity NPC103051
0.7473 Intermediate Similarity NPC6663
0.7449 Intermediate Similarity NPC181393
0.7449 Intermediate Similarity NPC472977
0.7449 Intermediate Similarity NPC217624
0.7449 Intermediate Similarity NPC469491
0.7449 Intermediate Similarity NPC472976
0.7447 Intermediate Similarity NPC472974
0.7447 Intermediate Similarity NPC472985
0.7447 Intermediate Similarity NPC472986
0.7442 Intermediate Similarity NPC95863
0.7429 Intermediate Similarity NPC102843
0.7423 Intermediate Similarity NPC116726
0.7404 Intermediate Similarity NPC257353
0.74 Intermediate Similarity NPC141401
0.74 Intermediate Similarity NPC287668
0.7396 Intermediate Similarity NPC472973
0.7396 Intermediate Similarity NPC118011
0.7396 Intermediate Similarity NPC36668
0.7396 Intermediate Similarity NPC472983
0.7391 Intermediate Similarity NPC92226
0.7379 Intermediate Similarity NPC23584
0.7374 Intermediate Similarity NPC272617
0.7363 Intermediate Similarity NPC471514
0.7363 Intermediate Similarity NPC96362
0.7353 Intermediate Similarity NPC115899
0.7353 Intermediate Similarity NPC282524
0.7353 Intermediate Similarity NPC470184
0.7353 Intermediate Similarity NPC115862
0.7347 Intermediate Similarity NPC205034
0.7347 Intermediate Similarity NPC310013
0.7347 Intermediate Similarity NPC152778
0.7347 Intermediate Similarity NPC162615
0.7347 Intermediate Similarity NPC214697
0.734 Intermediate Similarity NPC280203
0.734 Intermediate Similarity NPC15807
0.732 Intermediate Similarity NPC182136
0.7312 Intermediate Similarity NPC251475
0.7312 Intermediate Similarity NPC169941
0.7308 Intermediate Similarity NPC72255
0.7303 Intermediate Similarity NPC265588
0.7303 Intermediate Similarity NPC250621
0.7303 Intermediate Similarity NPC253190
0.73 Intermediate Similarity NPC250757
0.73 Intermediate Similarity NPC301534
0.73 Intermediate Similarity NPC16967
0.73 Intermediate Similarity NPC202833
0.7292 Intermediate Similarity NPC104560
0.7283 Intermediate Similarity NPC159148
0.7283 Intermediate Similarity NPC476646
0.7283 Intermediate Similarity NPC320525
0.7282 Intermediate Similarity NPC11956
0.7273 Intermediate Similarity NPC306727
0.7273 Intermediate Similarity NPC8993
0.7273 Intermediate Similarity NPC103527
0.7273 Intermediate Similarity NPC196227
0.7273 Intermediate Similarity NPC191521
0.7264 Intermediate Similarity NPC470024
0.7263 Intermediate Similarity NPC6391
0.7263 Intermediate Similarity NPC261266
0.7255 Intermediate Similarity NPC266955
0.7253 Intermediate Similarity NPC170394
0.7253 Intermediate Similarity NPC308038
0.7245 Intermediate Similarity NPC73457
0.7245 Intermediate Similarity NPC212948
0.7245 Intermediate Similarity NPC475806
0.7245 Intermediate Similarity NPC142838
0.7245 Intermediate Similarity NPC97404
0.7245 Intermediate Similarity NPC41554
0.7234 Intermediate Similarity NPC476412
0.7234 Intermediate Similarity NPC238485
0.7234 Intermediate Similarity NPC40687
0.7234 Intermediate Similarity NPC33913
0.7228 Intermediate Similarity NPC120446
0.7222 Intermediate Similarity NPC149550
0.7222 Intermediate Similarity NPC85105
0.7216 Intermediate Similarity NPC16265
0.7212 Intermediate Similarity NPC72151
0.7212 Intermediate Similarity NPC478057
0.7212 Intermediate Similarity NPC85742
0.7212 Intermediate Similarity NPC475050
0.7204 Intermediate Similarity NPC38796
0.7204 Intermediate Similarity NPC158411
0.7204 Intermediate Similarity NPC93590
0.7204 Intermediate Similarity NPC2524
0.72 Intermediate Similarity NPC266899
0.72 Intermediate Similarity NPC271195
0.72 Intermediate Similarity NPC276110
0.7196 Intermediate Similarity NPC475586
0.7188 Intermediate Similarity NPC199382
0.7176 Intermediate Similarity NPC45782
0.7174 Intermediate Similarity NPC236707
0.7174 Intermediate Similarity NPC281880
0.7174 Intermediate Similarity NPC324772
0.717 Intermediate Similarity NPC473284
0.717 Intermediate Similarity NPC109376
0.7158 Intermediate Similarity NPC470360
0.7157 Intermediate Similarity NPC218107
0.7157 Intermediate Similarity NPC475068
0.7157 Intermediate Similarity NPC278673
0.7143 Intermediate Similarity NPC80561
0.7143 Intermediate Similarity NPC204188
0.7143 Intermediate Similarity NPC118911
0.7143 Intermediate Similarity NPC3345
0.7143 Intermediate Similarity NPC86856
0.7143 Intermediate Similarity NPC476949
0.7143 Intermediate Similarity NPC134321
0.7143 Intermediate Similarity NPC48732
0.7143 Intermediate Similarity NPC291484
0.7143 Intermediate Similarity NPC475994
0.7143 Intermediate Similarity NPC329596
0.7143 Intermediate Similarity NPC310479
0.7143 Intermediate Similarity NPC11216
0.713 Intermediate Similarity NPC238850
0.7129 Intermediate Similarity NPC165632
0.7129 Intermediate Similarity NPC249954
0.7129 Intermediate Similarity NPC190713
0.7129 Intermediate Similarity NPC473153
0.7128 Intermediate Similarity NPC320548
0.7128 Intermediate Similarity NPC474809
0.7128 Intermediate Similarity NPC470384
0.7115 Intermediate Similarity NPC32577
0.7115 Intermediate Similarity NPC114540
0.7115 Intermediate Similarity NPC155332
0.7115 Intermediate Similarity NPC320447
0.7113 Intermediate Similarity NPC310752
0.7113 Intermediate Similarity NPC292491
0.7113 Intermediate Similarity NPC291665
0.7103 Intermediate Similarity NPC224660
0.7103 Intermediate Similarity NPC65941
0.71 Intermediate Similarity NPC470957
0.71 Intermediate Similarity NPC470958
0.71 Intermediate Similarity NPC57117
0.7097 Intermediate Similarity NPC471270
0.7097 Intermediate Similarity NPC470298
0.7093 Intermediate Similarity NPC117804
0.7087 Intermediate Similarity NPC38855
0.7087 Intermediate Similarity NPC154072
0.7083 Intermediate Similarity NPC194417
0.7083 Intermediate Similarity NPC183736
0.7083 Intermediate Similarity NPC299068
0.7083 Intermediate Similarity NPC175145
0.7083 Intermediate Similarity NPC475069
0.7083 Intermediate Similarity NPC293287
0.7083 Intermediate Similarity NPC152808
0.7075 Intermediate Similarity NPC172867
0.7071 Intermediate Similarity NPC472975
0.7071 Intermediate Similarity NPC473998
0.7071 Intermediate Similarity NPC124374
0.7071 Intermediate Similarity NPC233116
0.7071 Intermediate Similarity NPC131872
0.7065 Intermediate Similarity NPC281138
0.7065 Intermediate Similarity NPC470429
0.7065 Intermediate Similarity NPC19900
0.7064 Intermediate Similarity NPC17791
0.7059 Intermediate Similarity NPC108078
0.7059 Intermediate Similarity NPC161147
0.7059 Intermediate Similarity NPC205143
0.7059 Intermediate Similarity NPC320306
0.7054 Intermediate Similarity NPC474518
0.7053 Intermediate Similarity NPC231310
0.7053 Intermediate Similarity NPC205845
0.7053 Intermediate Similarity NPC472265
0.7053 Intermediate Similarity NPC102048
0.7048 Intermediate Similarity NPC95899
0.7048 Intermediate Similarity NPC311612

  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 NPC19771 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
0.7586 Intermediate Similarity NPD8264 Approved
0.7556 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7553 Intermediate Similarity NPD7750 Discontinued
0.7473 Intermediate Similarity NPD6898 Phase 1
0.7363 Intermediate Similarity NPD7332 Phase 2
0.7363 Intermediate Similarity NPD7514 Phase 3
0.7253 Intermediate Similarity NPD6683 Phase 2
0.7174 Intermediate Similarity NPD6930 Phase 2
0.7174 Intermediate Similarity NPD6931 Approved
0.7143 Intermediate Similarity NPD7145 Approved
0.7128 Intermediate Similarity NPD6695 Phase 3
0.7097 Intermediate Similarity NPD6902 Approved
0.7071 Intermediate Similarity NPD7637 Suspended
0.7071 Intermediate Similarity NPD7087 Discontinued
0.7065 Intermediate Similarity NPD6929 Approved
0.7053 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD6925 Approved
0.7033 Intermediate Similarity NPD6932 Approved
0.7033 Intermediate Similarity NPD5776 Phase 2
0.701 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.6979 Remote Similarity NPD1696 Phase 3
0.6966 Remote Similarity NPD4732 Discontinued
0.6907 Remote Similarity NPD4519 Discontinued
0.6907 Remote Similarity NPD4623 Approved
0.6837 Remote Similarity NPD7524 Approved
0.6832 Remote Similarity NPD5779 Approved
0.6832 Remote Similarity NPD5778 Approved
0.6804 Remote Similarity NPD6893 Approved
0.6792 Remote Similarity NPD5211 Phase 2
0.6774 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6762 Remote Similarity NPD6648 Approved
0.6733 Remote Similarity NPD6079 Approved
0.6698 Remote Similarity NPD5344 Discontinued
0.6667 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD5141 Approved
0.6634 Remote Similarity NPD7838 Discovery
0.6604 Remote Similarity NPD7640 Approved
0.6604 Remote Similarity NPD7639 Approved
0.6604 Remote Similarity NPD4696 Approved
0.6604 Remote Similarity NPD5286 Approved
0.6604 Remote Similarity NPD5285 Approved
0.6569 Remote Similarity NPD7515 Phase 2
0.6566 Remote Similarity NPD3618 Phase 1
0.6566 Remote Similarity NPD5279 Phase 3
0.6535 Remote Similarity NPD5328 Approved
0.6531 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6531 Remote Similarity NPD4786 Approved
0.6522 Remote Similarity NPD6926 Approved
0.6522 Remote Similarity NPD6924 Approved
0.6509 Remote Similarity NPD7638 Approved
0.6509 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6495 Remote Similarity NPD3667 Approved
0.6484 Remote Similarity NPD7151 Approved
0.6484 Remote Similarity NPD7152 Approved
0.6484 Remote Similarity NPD7150 Approved
0.6481 Remote Similarity NPD5224 Approved
0.6481 Remote Similarity NPD4633 Approved
0.6481 Remote Similarity NPD5226 Approved
0.6481 Remote Similarity NPD5225 Approved
0.6476 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6476 Remote Similarity NPD5222 Approved
0.6476 Remote Similarity NPD5221 Approved
0.6471 Remote Similarity NPD7136 Phase 2
0.6466 Remote Similarity NPD7115 Discovery
0.6458 Remote Similarity NPD4695 Discontinued
0.6442 Remote Similarity NPD7748 Approved
0.6436 Remote Similarity NPD4518 Approved
0.6422 Remote Similarity NPD5174 Approved
0.6422 Remote Similarity NPD5175 Approved
0.6415 Remote Similarity NPD4755 Approved
0.6415 Remote Similarity NPD5173 Approved
0.6408 Remote Similarity NPD6411 Approved
0.6389 Remote Similarity NPD5223 Approved
0.6383 Remote Similarity NPD6933 Approved
0.6381 Remote Similarity NPD5210 Approved
0.6381 Remote Similarity NPD4629 Approved
0.6374 Remote Similarity NPD7144 Approved
0.6374 Remote Similarity NPD7143 Approved
0.6373 Remote Similarity NPD4753 Phase 2
0.6372 Remote Similarity NPD4634 Approved
0.6364 Remote Similarity NPD3665 Phase 1
0.6364 Remote Similarity NPD3666 Approved
0.6364 Remote Similarity NPD3133 Approved
0.6354 Remote Similarity NPD4195 Approved
0.6354 Remote Similarity NPD7645 Phase 2
0.6346 Remote Similarity NPD4202 Approved
0.6339 Remote Similarity NPD6881 Approved
0.6339 Remote Similarity NPD6899 Approved
0.6316 Remote Similarity NPD8130 Phase 1
0.6296 Remote Similarity NPD4700 Approved
0.6289 Remote Similarity NPD7525 Registered
0.6289 Remote Similarity NPD7509 Discontinued
0.6289 Remote Similarity NPD4748 Discontinued
0.6277 Remote Similarity NPD6942 Approved
0.6277 Remote Similarity NPD7339 Approved
0.6264 Remote Similarity NPD6922 Approved
0.6264 Remote Similarity NPD6923 Approved
0.6262 Remote Similarity NPD7902 Approved
0.6261 Remote Similarity NPD8297 Approved
0.625 Remote Similarity NPD5697 Approved
0.6238 Remote Similarity NPD4689 Approved
0.6238 Remote Similarity NPD4693 Phase 3
0.6238 Remote Similarity NPD4688 Approved
0.6238 Remote Similarity NPD4690 Approved
0.6238 Remote Similarity NPD5205 Approved
0.6238 Remote Similarity NPD4138 Approved
0.6228 Remote Similarity NPD7102 Approved
0.6228 Remote Similarity NPD6883 Approved
0.6228 Remote Similarity NPD7290 Approved
0.6214 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6214 Remote Similarity NPD6101 Approved
0.6211 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6207 Remote Similarity NPD4193 Approved
0.6207 Remote Similarity NPD4194 Approved
0.6207 Remote Similarity NPD4192 Approved
0.6207 Remote Similarity NPD4191 Approved
0.6195 Remote Similarity NPD4730 Approved
0.6195 Remote Similarity NPD4729 Approved
0.619 Remote Similarity NPD4219 Approved
0.6174 Remote Similarity NPD6650 Approved
0.6174 Remote Similarity NPD6649 Approved
0.6174 Remote Similarity NPD6847 Approved
0.6174 Remote Similarity NPD6617 Approved
0.6174 Remote Similarity NPD6869 Approved
0.6168 Remote Similarity NPD4697 Phase 3
0.6161 Remote Similarity NPD7128 Approved
0.6161 Remote Similarity NPD5739 Approved
0.6161 Remote Similarity NPD6675 Approved
0.6161 Remote Similarity NPD6402 Approved
0.614 Remote Similarity NPD6014 Approved
0.614 Remote Similarity NPD6013 Approved
0.614 Remote Similarity NPD6012 Approved
0.6121 Remote Similarity NPD6882 Approved
0.6116 Remote Similarity NPD7503 Approved
0.6111 Remote Similarity NPD6083 Phase 2
0.6111 Remote Similarity NPD6084 Phase 2
0.61 Remote Similarity NPD5331 Approved
0.61 Remote Similarity NPD5332 Approved
0.6095 Remote Similarity NPD7983 Approved
0.6095 Remote Similarity NPD5284 Approved
0.6095 Remote Similarity NPD5281 Approved
0.6087 Remote Similarity NPD5250 Approved
0.6087 Remote Similarity NPD5248 Approved
0.6087 Remote Similarity NPD5251 Approved
0.6087 Remote Similarity NPD5249 Phase 3
0.6087 Remote Similarity NPD5247 Approved
0.6082 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6078 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6078 Remote Similarity NPD4694 Approved
0.6078 Remote Similarity NPD5280 Approved
0.6078 Remote Similarity NPD5690 Phase 2
0.6068 Remote Similarity NPD4632 Approved
0.6058 Remote Similarity NPD6051 Approved
0.6058 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6055 Remote Similarity NPD5290 Discontinued
0.6053 Remote Similarity NPD6686 Approved
0.6053 Remote Similarity NPD5128 Approved
0.6053 Remote Similarity NPD7320 Approved
0.6053 Remote Similarity NPD6011 Approved
0.604 Remote Similarity NPD3668 Phase 3
0.6038 Remote Similarity NPD6399 Phase 3
0.6036 Remote Similarity NPD7632 Discontinued
0.6034 Remote Similarity NPD5216 Approved
0.6034 Remote Similarity NPD5215 Approved
0.6034 Remote Similarity NPD5217 Approved
0.6033 Remote Similarity NPD6054 Approved
0.6019 Remote Similarity NPD7839 Suspended
0.6018 Remote Similarity NPD4768 Approved
0.6018 Remote Similarity NPD4767 Approved
0.6 Remote Similarity NPD4221 Approved
0.6 Remote Similarity NPD4223 Phase 3
0.6 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6 Remote Similarity NPD6372 Approved
0.6 Remote Similarity NPD5785 Approved
0.6 Remote Similarity NPD6373 Approved
0.5982 Remote Similarity NPD4754 Approved
0.5981 Remote Similarity NPD5282 Discontinued
0.5981 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5981 Remote Similarity NPD7900 Approved
0.598 Remote Similarity NPD5363 Approved
0.598 Remote Similarity NPD5329 Approved
0.5965 Remote Similarity NPD5701 Approved
0.5965 Remote Similarity NPD6412 Phase 2
0.596 Remote Similarity NPD4819 Approved
0.596 Remote Similarity NPD4820 Approved
0.596 Remote Similarity NPD4822 Approved
0.596 Remote Similarity NPD4821 Approved
0.5948 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5948 Remote Similarity NPD5169 Approved
0.5948 Remote Similarity NPD5135 Approved
0.5941 Remote Similarity NPD6110 Phase 1
0.5938 Remote Similarity NPD8039 Approved
0.5935 Remote Similarity NPD6370 Approved
0.5934 Remote Similarity NPD7331 Phase 2
0.5926 Remote Similarity NPD5695 Phase 3
0.5917 Remote Similarity NPD6009 Approved
0.5913 Remote Similarity NPD5168 Approved
0.5902 Remote Similarity NPD6319 Approved
0.5897 Remote Similarity NPD5127 Approved
0.5882 Remote Similarity NPD4197 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