Structure

Physi-Chem Properties

Molecular Weight:  332.2
Volume:  353.422
LogP:  2.63
LogD:  1.972
LogS:  -3.216
# Rotatable Bonds:  2
TPSA:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.811
Synthetic Accessibility Score:  4.438
Fsp3:  0.7
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:  -5.179
MDCK Permeability:  3.332571577630006e-05
Pgp-inhibitor:  0.023
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.01
20% Bioavailability (F20%):  0.091
30% Bioavailability (F30%):  0.007

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.067
Plasma Protein Binding (PPB):  87.8547134399414%
Volume Distribution (VD):  0.463
Pgp-substrate:  10.449256896972656%

ADMET: Metabolism

CYP1A2-inhibitor:  0.014
CYP1A2-substrate:  0.243
CYP2C19-inhibitor:  0.026
CYP2C19-substrate:  0.652
CYP2C9-inhibitor:  0.109
CYP2C9-substrate:  0.652
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.12
CYP3A4-inhibitor:  0.054
CYP3A4-substrate:  0.205

ADMET: Excretion

Clearance (CL):  0.831
Half-life (T1/2):  0.724

ADMET: Toxicity

hERG Blockers:  0.021
Human Hepatotoxicity (H-HT):  0.591
Drug-inuced Liver Injury (DILI):  0.163
AMES Toxicity:  0.03
Rat Oral Acute Toxicity:  0.232
Maximum Recommended Daily Dose:  0.945
Skin Sensitization:  0.949
Carcinogencity:  0.378
Eye Corrosion:  0.123
Eye Irritation:  0.467
Respiratory Toxicity:  0.811

Download Data

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

  Natural Product: NPC72397

Natural Product ID:  NPC72397
Common Name*:   15-Hydroxy-12-Oxo-7,13-Abietadien-18-Oic Acid
IUPAC Name:   (1R,4aR,4bR,10aR)-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-6-oxo-3,4,4b,5,10,10a-hexahydro-2H-phenanthrene-1-carboxylic acid
Synonyms:  
Standard InCHIKey:  CUXCAMYFFUWHQV-GSJUVLCZSA-N
Standard InCHI:  InChI=1S/C20H28O4/c1-18(2,24)14-10-12-6-7-16-19(3,13(12)11-15(14)21)8-5-9-20(16,4)17(22)23/h6,10,13,16,24H,5,7-9,11H2,1-4H3,(H,22,23)/t13-,16+,19+,20+/m0/s1
SMILES:  CC(C)(C1=CC2=CC[C@@H]3[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL592298
PubChem CID:   46230410
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids

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

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO2882 Abies georgei Species Pinaceae Eukaryota aerial parts Zhongdian city, Yunnan Province of China n.a. PMID[20022253]

☑ 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 > 100.0 ug.mL-1 PMID[464757]
NPT114 Cell Line LoVo Homo sapiens IC50 > 25.0 ug.mL-1 PMID[464757]
NPT2 Others Unspecified IC50 > 100.0 ug.mL-1 PMID[464757]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 25.0 ug.mL-1 PMID[464757]

☑ 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 NPC72397 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
0.9157 High Similarity NPC49019
0.8977 High Similarity NPC204341
0.8851 High Similarity NPC48107
0.878 High Similarity NPC74410
0.875 High Similarity NPC36668
0.875 High Similarity NPC118011
0.8736 High Similarity NPC476409
0.869 High Similarity NPC278459
0.8659 High Similarity NPC97377
0.8554 High Similarity NPC189485
0.8554 High Similarity NPC198240
0.8539 High Similarity NPC262043
0.8537 High Similarity NPC180886
0.8537 High Similarity NPC309399
0.8523 High Similarity NPC136948
0.8488 Intermediate Similarity NPC97913
0.8488 Intermediate Similarity NPC102197
0.8478 Intermediate Similarity NPC171395
0.8471 Intermediate Similarity NPC116797
0.8462 Intermediate Similarity NPC131840
0.8434 Intermediate Similarity NPC61952
0.8434 Intermediate Similarity NPC165711
0.8415 Intermediate Similarity NPC476795
0.8409 Intermediate Similarity NPC472869
0.8404 Intermediate Similarity NPC235464
0.8404 Intermediate Similarity NPC166745
0.8391 Intermediate Similarity NPC87552
0.8391 Intermediate Similarity NPC164577
0.8391 Intermediate Similarity NPC248758
0.8391 Intermediate Similarity NPC472865
0.8352 Intermediate Similarity NPC473986
0.8352 Intermediate Similarity NPC474018
0.8333 Intermediate Similarity NPC179028
0.8333 Intermediate Similarity NPC472676
0.8333 Intermediate Similarity NPC472688
0.8333 Intermediate Similarity NPC471409
0.8333 Intermediate Similarity NPC275494
0.8315 Intermediate Similarity NPC181327
0.8295 Intermediate Similarity NPC474537
0.8293 Intermediate Similarity NPC213223
0.8293 Intermediate Similarity NPC301065
0.8276 Intermediate Similarity NPC83569
0.8276 Intermediate Similarity NPC477373
0.8276 Intermediate Similarity NPC69279
0.8276 Intermediate Similarity NPC310470
0.8276 Intermediate Similarity NPC105803
0.8261 Intermediate Similarity NPC476416
0.8256 Intermediate Similarity NPC471898
0.8256 Intermediate Similarity NPC6663
0.8256 Intermediate Similarity NPC55869
0.8256 Intermediate Similarity NPC142244
0.8242 Intermediate Similarity NPC476369
0.8242 Intermediate Similarity NPC476437
0.8235 Intermediate Similarity NPC170394
0.8229 Intermediate Similarity NPC282524
0.8229 Intermediate Similarity NPC99411
0.8229 Intermediate Similarity NPC472924
0.8222 Intermediate Similarity NPC117122
0.8222 Intermediate Similarity NPC472870
0.8214 Intermediate Similarity NPC266193
0.8214 Intermediate Similarity NPC257666
0.8211 Intermediate Similarity NPC471717
0.8202 Intermediate Similarity NPC472974
0.8202 Intermediate Similarity NPC194417
0.8202 Intermediate Similarity NPC239685
0.8193 Intermediate Similarity NPC476346
0.8191 Intermediate Similarity NPC29152
0.8191 Intermediate Similarity NPC472941
0.8191 Intermediate Similarity NPC456
0.8182 Intermediate Similarity NPC19849
0.8182 Intermediate Similarity NPC96095
0.8182 Intermediate Similarity NPC476412
0.8182 Intermediate Similarity NPC472864
0.8171 Intermediate Similarity NPC109576
0.8171 Intermediate Similarity NPC35656
0.8171 Intermediate Similarity NPC180015
0.8171 Intermediate Similarity NPC130016
0.8171 Intermediate Similarity NPC56747
0.8161 Intermediate Similarity NPC469799
0.8161 Intermediate Similarity NPC302661
0.8161 Intermediate Similarity NPC238991
0.8161 Intermediate Similarity NPC3511
0.8161 Intermediate Similarity NPC469806
0.8161 Intermediate Similarity NPC142253
0.814 Intermediate Similarity NPC37038
0.814 Intermediate Similarity NPC26139
0.814 Intermediate Similarity NPC271104
0.814 Intermediate Similarity NPC476809
0.814 Intermediate Similarity NPC108955
0.8132 Intermediate Similarity NPC5509
0.8132 Intermediate Similarity NPC474918
0.8132 Intermediate Similarity NPC112454
0.8118 Intermediate Similarity NPC169095
0.8118 Intermediate Similarity NPC321514
0.8111 Intermediate Similarity NPC477228
0.8105 Intermediate Similarity NPC170131
0.8105 Intermediate Similarity NPC476253
0.8105 Intermediate Similarity NPC156546
0.8095 Intermediate Similarity NPC472305
0.809 Intermediate Similarity NPC474680
0.809 Intermediate Similarity NPC29447
0.809 Intermediate Similarity NPC8571
0.8085 Intermediate Similarity NPC777
0.8085 Intermediate Similarity NPC209355
0.8068 Intermediate Similarity NPC297398
0.8068 Intermediate Similarity NPC168188
0.8068 Intermediate Similarity NPC470015
0.8068 Intermediate Similarity NPC3856
0.8068 Intermediate Similarity NPC279639
0.8068 Intermediate Similarity NPC70834
0.8065 Intermediate Similarity NPC263780
0.8065 Intermediate Similarity NPC115021
0.8061 Intermediate Similarity NPC72151
0.8061 Intermediate Similarity NPC230918
0.8046 Intermediate Similarity NPC225515
0.8046 Intermediate Similarity NPC477372
0.8046 Intermediate Similarity NPC226068
0.8046 Intermediate Similarity NPC201912
0.8046 Intermediate Similarity NPC44963
0.8046 Intermediate Similarity NPC90055
0.8046 Intermediate Similarity NPC38350
0.8046 Intermediate Similarity NPC472684
0.8046 Intermediate Similarity NPC121984
0.8043 Intermediate Similarity NPC472866
0.8043 Intermediate Similarity NPC51486
0.8023 Intermediate Similarity NPC231431
0.8023 Intermediate Similarity NPC192329
0.8023 Intermediate Similarity NPC27817
0.8022 Intermediate Similarity NPC471791
0.8022 Intermediate Similarity NPC471793
0.8022 Intermediate Similarity NPC58271
0.8022 Intermediate Similarity NPC24816
0.8021 Intermediate Similarity NPC316598
0.8021 Intermediate Similarity NPC197386
0.8021 Intermediate Similarity NPC478056
0.8 Intermediate Similarity NPC34110
0.8 Intermediate Similarity NPC155676
0.8 Intermediate Similarity NPC475181
0.8 Intermediate Similarity NPC262085
0.8 Intermediate Similarity NPC472479
0.8 Intermediate Similarity NPC322159
0.8 Intermediate Similarity NPC250757
0.8 Intermediate Similarity NPC472488
0.8 Intermediate Similarity NPC472300
0.8 Intermediate Similarity NPC186975
0.8 Intermediate Similarity NPC301534
0.798 Intermediate Similarity NPC472868
0.7979 Intermediate Similarity NPC476415
0.7979 Intermediate Similarity NPC469406
0.7976 Intermediate Similarity NPC472327
0.7976 Intermediate Similarity NPC192540
0.7976 Intermediate Similarity NPC279666
0.7959 Intermediate Similarity NPC320447
0.7957 Intermediate Similarity NPC174167
0.7957 Intermediate Similarity NPC470036
0.7955 Intermediate Similarity NPC260956
0.7955 Intermediate Similarity NPC469804
0.7955 Intermediate Similarity NPC472239
0.7955 Intermediate Similarity NPC472867
0.7955 Intermediate Similarity NPC103486
0.7955 Intermediate Similarity NPC320514
0.7955 Intermediate Similarity NPC469805
0.7952 Intermediate Similarity NPC247586
0.7938 Intermediate Similarity NPC287833
0.7935 Intermediate Similarity NPC173042
0.7935 Intermediate Similarity NPC281524
0.7935 Intermediate Similarity NPC477973
0.7935 Intermediate Similarity NPC214387
0.7931 Intermediate Similarity NPC469797
0.7931 Intermediate Similarity NPC469798
0.7921 Intermediate Similarity NPC220155
0.7917 Intermediate Similarity NPC208094
0.7912 Intermediate Similarity NPC236618
0.7912 Intermediate Similarity NPC220930
0.7912 Intermediate Similarity NPC96496
0.7912 Intermediate Similarity NPC272039
0.7912 Intermediate Similarity NPC171722
0.7912 Intermediate Similarity NPC173089
0.7912 Intermediate Similarity NPC158141
0.7907 Intermediate Similarity NPC280654
0.7907 Intermediate Similarity NPC207772
0.7907 Intermediate Similarity NPC62336
0.7907 Intermediate Similarity NPC110094
0.7907 Intermediate Similarity NPC260385
0.79 Intermediate Similarity NPC472935
0.7895 Intermediate Similarity NPC295347
0.7895 Intermediate Similarity NPC174948
0.7895 Intermediate Similarity NPC318282
0.7895 Intermediate Similarity NPC173875
0.7895 Intermediate Similarity NPC476174
0.7895 Intermediate Similarity NPC263347
0.7895 Intermediate Similarity NPC147232
0.7895 Intermediate Similarity NPC469995
0.7889 Intermediate Similarity NPC76333
0.7889 Intermediate Similarity NPC8518
0.7889 Intermediate Similarity NPC189311
0.7889 Intermediate Similarity NPC94531
0.7889 Intermediate Similarity NPC476426
0.7889 Intermediate Similarity NPC269638
0.7889 Intermediate Similarity NPC70685

  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 NPC72397 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
0.8352 Intermediate Similarity NPD5281 Approved
0.8352 Intermediate Similarity NPD5284 Approved
0.8132 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD4519 Discontinued
0.8 Intermediate Similarity NPD5280 Approved
0.8 Intermediate Similarity NPD4694 Approved
0.8 Intermediate Similarity NPD4623 Approved
0.7931 Intermediate Similarity NPD4695 Discontinued
0.7849 Intermediate Similarity NPD5692 Phase 3
0.7802 Intermediate Similarity NPD5690 Phase 2
0.7766 Intermediate Similarity NPD5694 Approved
0.7766 Intermediate Similarity NPD6050 Approved
0.7755 Intermediate Similarity NPD6404 Discontinued
0.7753 Intermediate Similarity NPD4221 Approved
0.7753 Intermediate Similarity NPD4223 Phase 3
0.7708 Intermediate Similarity NPD5695 Phase 3
0.766 Intermediate Similarity NPD5207 Approved
0.7609 Intermediate Similarity NPD5279 Phase 3
0.7582 Intermediate Similarity NPD4197 Approved
0.7579 Intermediate Similarity NPD7515 Phase 2
0.7527 Intermediate Similarity NPD3573 Approved
0.75 Intermediate Similarity NPD5329 Approved
0.7474 Intermediate Similarity NPD4096 Approved
0.7449 Intermediate Similarity NPD7614 Phase 1
0.7423 Intermediate Similarity NPD7748 Approved
0.7419 Intermediate Similarity NPD4138 Approved
0.7419 Intermediate Similarity NPD4689 Approved
0.7419 Intermediate Similarity NPD5205 Approved
0.7419 Intermediate Similarity NPD4690 Approved
0.7419 Intermediate Similarity NPD4693 Phase 3
0.7419 Intermediate Similarity NPD4688 Approved
0.7396 Intermediate Similarity NPD5693 Phase 1
0.7396 Intermediate Similarity NPD6411 Approved
0.7391 Intermediate Similarity NPD3666 Approved
0.7391 Intermediate Similarity NPD3133 Approved
0.7391 Intermediate Similarity NPD3665 Phase 1
0.7374 Intermediate Similarity NPD6084 Phase 2
0.7374 Intermediate Similarity NPD6083 Phase 2
0.7368 Intermediate Similarity NPD6904 Approved
0.7368 Intermediate Similarity NPD4753 Phase 2
0.7368 Intermediate Similarity NPD6673 Approved
0.7368 Intermediate Similarity NPD6080 Approved
0.7363 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD5654 Approved
0.732 Intermediate Similarity NPD5779 Approved
0.732 Intermediate Similarity NPD5778 Approved
0.732 Intermediate Similarity NPD5133 Approved
0.7303 Intermediate Similarity NPD3617 Approved
0.73 Intermediate Similarity NPD5696 Approved
0.7263 Intermediate Similarity NPD5737 Approved
0.7263 Intermediate Similarity NPD4518 Approved
0.7263 Intermediate Similarity NPD6672 Approved
0.7263 Intermediate Similarity NPD5208 Approved
0.7241 Intermediate Similarity NPD4687 Approved
0.7241 Intermediate Similarity NPD5733 Approved
0.7241 Intermediate Similarity NPD4058 Approved
0.7234 Intermediate Similarity NPD5330 Approved
0.7234 Intermediate Similarity NPD7146 Approved
0.7234 Intermediate Similarity NPD7521 Approved
0.7234 Intermediate Similarity NPD7334 Approved
0.7234 Intermediate Similarity NPD3618 Phase 1
0.7234 Intermediate Similarity NPD6409 Approved
0.7234 Intermediate Similarity NPD6684 Approved
0.7222 Intermediate Similarity NPD4195 Approved
0.7209 Intermediate Similarity NPD5276 Approved
0.72 Intermediate Similarity NPD5959 Approved
0.72 Intermediate Similarity NPD7902 Approved
0.7188 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD6101 Approved
0.7182 Intermediate Similarity NPD7115 Discovery
0.7174 Intermediate Similarity NPD3667 Approved
0.7172 Intermediate Similarity NPD4629 Approved
0.7172 Intermediate Similarity NPD5210 Approved
0.7143 Intermediate Similarity NPD6399 Phase 3
0.7093 Intermediate Similarity NPD4691 Approved
0.7087 Intermediate Similarity NPD5211 Phase 2
0.7083 Intermediate Similarity NPD6903 Approved
0.7083 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD4692 Approved
0.7065 Intermediate Similarity NPD4139 Approved
0.7053 Intermediate Similarity NPD6098 Approved
0.7041 Intermediate Similarity NPD6079 Approved
0.7021 Intermediate Similarity NPD4786 Approved
0.701 Intermediate Similarity NPD5328 Approved
0.7 Intermediate Similarity NPD4756 Discovery
0.7 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.6981 Remote Similarity NPD5697 Approved
0.6977 Remote Similarity NPD4137 Phase 3
0.697 Remote Similarity NPD4202 Approved
0.6961 Remote Similarity NPD4225 Approved
0.6952 Remote Similarity NPD5141 Approved
0.6947 Remote Similarity NPD1694 Approved
0.6947 Remote Similarity NPD1696 Phase 3
0.6947 Remote Similarity NPD5363 Approved
0.6939 Remote Similarity NPD5785 Approved
0.6931 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6931 Remote Similarity NPD5222 Approved
0.6931 Remote Similarity NPD7732 Phase 3
0.6931 Remote Similarity NPD5221 Approved
0.6916 Remote Similarity NPD6011 Approved
0.6916 Remote Similarity NPD6881 Approved
0.6916 Remote Similarity NPD6899 Approved
0.69 Remote Similarity NPD6001 Approved
0.69 Remote Similarity NPD7901 Clinical (unspecified phase)
0.69 Remote Similarity NPD7900 Approved
0.6897 Remote Similarity NPD4747 Approved
0.6893 Remote Similarity NPD4696 Approved
0.6893 Remote Similarity NPD7640 Approved
0.6893 Remote Similarity NPD5286 Approved
0.6893 Remote Similarity NPD7639 Approved
0.6893 Remote Similarity NPD5285 Approved
0.6887 Remote Similarity NPD6402 Approved
0.6887 Remote Similarity NPD5739 Approved
0.6887 Remote Similarity NPD7128 Approved
0.6887 Remote Similarity NPD6675 Approved
0.6863 Remote Similarity NPD5173 Approved
0.6863 Remote Similarity NPD4755 Approved
0.6852 Remote Similarity NPD6014 Approved
0.6852 Remote Similarity NPD6012 Approved
0.6852 Remote Similarity NPD6013 Approved
0.6842 Remote Similarity NPD3668 Phase 3
0.6827 Remote Similarity NPD5223 Approved
0.6824 Remote Similarity NPD7331 Phase 2
0.6822 Remote Similarity NPD5701 Approved
0.6796 Remote Similarity NPD7638 Approved
0.6789 Remote Similarity NPD7102 Approved
0.6789 Remote Similarity NPD7290 Approved
0.6789 Remote Similarity NPD6883 Approved
0.6765 Remote Similarity NPD4697 Phase 3
0.6762 Remote Similarity NPD5225 Approved
0.6762 Remote Similarity NPD5224 Approved
0.6762 Remote Similarity NPD4633 Approved
0.6762 Remote Similarity NPD5091 Approved
0.6762 Remote Similarity NPD5226 Approved
0.6759 Remote Similarity NPD7320 Approved
0.6747 Remote Similarity NPD4191 Approved
0.6747 Remote Similarity NPD4194 Approved
0.6747 Remote Similarity NPD4193 Approved
0.6747 Remote Similarity NPD4192 Approved
0.6739 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6737 Remote Similarity NPD4788 Approved
0.6737 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6731 Remote Similarity NPD4700 Approved
0.6727 Remote Similarity NPD6869 Approved
0.6727 Remote Similarity NPD8130 Phase 1
0.6727 Remote Similarity NPD6649 Approved
0.6727 Remote Similarity NPD6847 Approved
0.6727 Remote Similarity NPD6617 Approved
0.6727 Remote Similarity NPD6650 Approved
0.6706 Remote Similarity NPD7341 Phase 2
0.67 Remote Similarity NPD7637 Suspended
0.6698 Remote Similarity NPD5174 Approved
0.6698 Remote Similarity NPD5175 Approved
0.6697 Remote Similarity NPD6373 Approved
0.6697 Remote Similarity NPD6372 Approved
0.6667 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD6882 Approved
0.6636 Remote Similarity NPD4634 Approved
0.6632 Remote Similarity NPD4270 Approved
0.6632 Remote Similarity NPD4269 Approved
0.6632 Remote Similarity NPD5209 Approved
0.6607 Remote Similarity NPD4632 Approved
0.6606 Remote Similarity NPD6686 Approved
0.6596 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6593 Remote Similarity NPD8039 Approved
0.6577 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6569 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6552 Remote Similarity NPD6319 Approved
0.6542 Remote Similarity NPD4754 Approved
0.6542 Remote Similarity NPD6052 Approved
0.6514 Remote Similarity NPD6614 Approved
0.6505 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6491 Remote Similarity NPD6274 Approved
0.6477 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6455 Remote Similarity NPD4730 Approved
0.6455 Remote Similarity NPD5128 Approved
0.6455 Remote Similarity NPD4729 Approved
0.6444 Remote Similarity NPD4243 Approved
0.6437 Remote Similarity NPD4224 Phase 2
0.6435 Remote Similarity NPD6009 Approved
0.6435 Remote Similarity NPD6317 Approved
0.6429 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6422 Remote Similarity NPD4767 Approved
0.6422 Remote Similarity NPD4768 Approved
0.6422 Remote Similarity NPD6008 Approved
0.6421 Remote Similarity NPD4252 Approved
0.6413 Remote Similarity NPD8264 Approved
0.6396 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6396 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6379 Remote Similarity NPD6335 Approved
0.6379 Remote Similarity NPD6313 Approved
0.6379 Remote Similarity NPD6314 Approved
0.6364 Remote Similarity NPD5786 Approved
0.6364 Remote Similarity NPD6412 Phase 2
0.6354 Remote Similarity NPD8028 Phase 2
0.6354 Remote Similarity NPD5369 Approved
0.6348 Remote Similarity NPD5951 Approved
0.6348 Remote Similarity NPD6868 Approved
0.6339 Remote Similarity NPD5251 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