Structure

Physi-Chem Properties

Molecular Weight:  316.2
Volume:  338.712
LogP:  4.899
LogD:  4.291
LogS:  -4.597
# Rotatable Bonds:  0
TPSA:  50.44
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.76
Synthetic Accessibility Score:  4.539
Fsp3:  0.75
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.959
MDCK Permeability:  2.560749817348551e-05
Pgp-inhibitor:  0.165
Pgp-substrate:  0.02
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.011
30% Bioavailability (F30%):  0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.374
Plasma Protein Binding (PPB):  93.7857894897461%
Volume Distribution (VD):  0.985
Pgp-substrate:  5.836158752441406%

ADMET: Metabolism

CYP1A2-inhibitor:  0.053
CYP1A2-substrate:  0.675
CYP2C19-inhibitor:  0.191
CYP2C19-substrate:  0.843
CYP2C9-inhibitor:  0.325
CYP2C9-substrate:  0.751
CYP2D6-inhibitor:  0.05
CYP2D6-substrate:  0.608
CYP3A4-inhibitor:  0.453
CYP3A4-substrate:  0.452

ADMET: Excretion

Clearance (CL):  17.426
Half-life (T1/2):  0.385

ADMET: Toxicity

hERG Blockers:  0.005
Human Hepatotoxicity (H-HT):  0.283
Drug-inuced Liver Injury (DILI):  0.075
AMES Toxicity:  0.023
Rat Oral Acute Toxicity:  0.588
Maximum Recommended Daily Dose:  0.226
Skin Sensitization:  0.112
Carcinogencity:  0.695
Eye Corrosion:  0.083
Eye Irritation:  0.367
Respiratory Toxicity:  0.975

Download Data

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

  Natural Product: NPC8062

Natural Product ID:  NPC8062
Common Name*:   Kravanhin B
IUPAC Name:   (3aS,3bS,5aS,9aS,9bR)-3b,6,6,9a-tetramethyl-5,5a,7,8,9,9b,10,11-octahydro-3aH-naphtho[1,2-g][1]benzofuran-2,4-dione
Synonyms:   Kravanhin B
Standard InCHIKey:  XLVNIBKSCAQVMP-ZHFSRMOBSA-N
Standard InCHI:  InChI=1S/C20H28O3/c1-18(2)8-5-9-19(3)13-7-6-12-10-16(22)23-17(12)20(13,4)15(21)11-14(18)19/h10,13-14,17H,5-9,11H2,1-4H3/t13-,14+,17+,19-,20-/m1/s1
SMILES:  O=C1C=C2[C@H](O1)[C@@]1(C)C(=O)C[C@@H]3[C@]([C@H]1CC2)(C)CCCC3(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2333381
PubChem CID:   71578893
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001125] Steroid lactones

*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
NPO31457 Amomum kravanh Species Zingiberaceae Eukaryota fruits n.a. n.a. PMID[23394284]
NPO31457 Amomum kravanh Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31457 Amomum kravanh Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]

☑ 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 Inhibition < 10.0 % PMID[488796]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 36200.0 nM PMID[488796]
NPT113 Cell Line RAW264.7 Mus musculus Activity = 90.0 % PMID[488796]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 200000.0 nM PMID[488796]

☑ 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 NPC8062 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
0.9655 High Similarity NPC84893
0.913 High Similarity NPC117685
0.8736 High Similarity NPC474013
0.8736 High Similarity NPC189311
0.8721 High Similarity NPC193198
0.8706 High Similarity NPC282293
0.8667 High Similarity NPC51486
0.8667 High Similarity NPC161638
0.8632 High Similarity NPC93744
0.8632 High Similarity NPC476888
0.8621 High Similarity NPC30486
0.8605 High Similarity NPC200513
0.8602 High Similarity NPC242848
0.8587 High Similarity NPC470697
0.8571 High Similarity NPC472814
0.8571 High Similarity NPC177037
0.8542 High Similarity NPC40918
0.8542 High Similarity NPC476890
0.8526 High Similarity NPC474012
0.8526 High Similarity NPC201406
0.8526 High Similarity NPC476299
0.8511 High Similarity NPC2049
0.8511 High Similarity NPC84335
0.8511 High Similarity NPC38530
0.8478 Intermediate Similarity NPC115021
0.8478 Intermediate Similarity NPC139692
0.8478 Intermediate Similarity NPC472303
0.8471 Intermediate Similarity NPC150646
0.8454 Intermediate Similarity NPC476889
0.8444 Intermediate Similarity NPC472302
0.8444 Intermediate Similarity NPC215831
0.8444 Intermediate Similarity NPC226863
0.8421 Intermediate Similarity NPC316598
0.837 Intermediate Similarity NPC289479
0.837 Intermediate Similarity NPC49420
0.8352 Intermediate Similarity NPC73995
0.8352 Intermediate Similarity NPC5509
0.8316 Intermediate Similarity NPC110937
0.8316 Intermediate Similarity NPC476768
0.8315 Intermediate Similarity NPC323765
0.8315 Intermediate Similarity NPC177932
0.8315 Intermediate Similarity NPC65661
0.8315 Intermediate Similarity NPC86316
0.8315 Intermediate Similarity NPC106416
0.8298 Intermediate Similarity NPC209355
0.8276 Intermediate Similarity NPC475665
0.8265 Intermediate Similarity NPC180204
0.8265 Intermediate Similarity NPC329345
0.8265 Intermediate Similarity NPC112009
0.8265 Intermediate Similarity NPC473283
0.8265 Intermediate Similarity NPC475526
0.8265 Intermediate Similarity NPC476770
0.8261 Intermediate Similarity NPC212679
0.8261 Intermediate Similarity NPC469595
0.8261 Intermediate Similarity NPC152467
0.8261 Intermediate Similarity NPC220454
0.8247 Intermediate Similarity NPC168319
0.8247 Intermediate Similarity NPC194028
0.8242 Intermediate Similarity NPC477128
0.8242 Intermediate Similarity NPC474845
0.8235 Intermediate Similarity NPC189206
0.8235 Intermediate Similarity NPC316500
0.8235 Intermediate Similarity NPC472300
0.8229 Intermediate Similarity NPC176845
0.8222 Intermediate Similarity NPC195640
0.8222 Intermediate Similarity NPC220478
0.8211 Intermediate Similarity NPC154526
0.8211 Intermediate Similarity NPC234993
0.8211 Intermediate Similarity NPC29952
0.8211 Intermediate Similarity NPC472362
0.8211 Intermediate Similarity NPC134072
0.8211 Intermediate Similarity NPC472363
0.8202 Intermediate Similarity NPC475100
0.8202 Intermediate Similarity NPC149869
0.8202 Intermediate Similarity NPC96055
0.8191 Intermediate Similarity NPC38830
0.8191 Intermediate Similarity NPC477129
0.8191 Intermediate Similarity NPC473431
0.8191 Intermediate Similarity NPC473280
0.8191 Intermediate Similarity NPC471078
0.8191 Intermediate Similarity NPC477130
0.8191 Intermediate Similarity NPC473435
0.8182 Intermediate Similarity NPC189616
0.8182 Intermediate Similarity NPC476764
0.8182 Intermediate Similarity NPC476763
0.8172 Intermediate Similarity NPC472953
0.8172 Intermediate Similarity NPC329842
0.8152 Intermediate Similarity NPC174342
0.8152 Intermediate Similarity NPC173042
0.8152 Intermediate Similarity NPC285982
0.8144 Intermediate Similarity NPC471413
0.8144 Intermediate Similarity NPC476767
0.8144 Intermediate Similarity NPC54705
0.814 Intermediate Similarity NPC184737
0.814 Intermediate Similarity NPC471220
0.8132 Intermediate Similarity NPC477228
0.8132 Intermediate Similarity NPC312561
0.8125 Intermediate Similarity NPC224356
0.8125 Intermediate Similarity NPC132753
0.8125 Intermediate Similarity NPC253826
0.8125 Intermediate Similarity NPC53844
0.8125 Intermediate Similarity NPC151681
0.8125 Intermediate Similarity NPC26413
0.8125 Intermediate Similarity NPC121402
0.8125 Intermediate Similarity NPC475709
0.8125 Intermediate Similarity NPC175351
0.8105 Intermediate Similarity NPC33473
0.81 Intermediate Similarity NPC476761
0.81 Intermediate Similarity NPC476760
0.81 Intermediate Similarity NPC476762
0.809 Intermediate Similarity NPC470047
0.809 Intermediate Similarity NPC22611
0.809 Intermediate Similarity NPC470046
0.8085 Intermediate Similarity NPC169343
0.8085 Intermediate Similarity NPC475657
0.8085 Intermediate Similarity NPC474185
0.8085 Intermediate Similarity NPC271652
0.8081 Intermediate Similarity NPC254202
0.8081 Intermediate Similarity NPC95899
0.8065 Intermediate Similarity NPC198818
0.8065 Intermediate Similarity NPC475965
0.8065 Intermediate Similarity NPC328141
0.8065 Intermediate Similarity NPC76286
0.8065 Intermediate Similarity NPC101651
0.8065 Intermediate Similarity NPC474842
0.8065 Intermediate Similarity NPC221111
0.8065 Intermediate Similarity NPC280149
0.8065 Intermediate Similarity NPC159748
0.8061 Intermediate Similarity NPC471412
0.8061 Intermediate Similarity NPC471075
0.8043 Intermediate Similarity NPC93411
0.8043 Intermediate Similarity NPC80335
0.8043 Intermediate Similarity NPC24816
0.8041 Intermediate Similarity NPC252295
0.8041 Intermediate Similarity NPC57079
0.8041 Intermediate Similarity NPC108368
0.8022 Intermediate Similarity NPC9892
0.8022 Intermediate Similarity NPC329943
0.8022 Intermediate Similarity NPC91525
0.8022 Intermediate Similarity NPC470051
0.8022 Intermediate Similarity NPC10005
0.8022 Intermediate Similarity NPC470050
0.8022 Intermediate Similarity NPC131813
0.8021 Intermediate Similarity NPC151725
0.8021 Intermediate Similarity NPC98874
0.8021 Intermediate Similarity NPC106425
0.8021 Intermediate Similarity NPC325960
0.8021 Intermediate Similarity NPC122324
0.8021 Intermediate Similarity NPC319692
0.802 Intermediate Similarity NPC475570
0.8 Intermediate Similarity NPC53685
0.8 Intermediate Similarity NPC471040
0.8 Intermediate Similarity NPC74751
0.8 Intermediate Similarity NPC148463
0.8 Intermediate Similarity NPC91010
0.8 Intermediate Similarity NPC318515
0.798 Intermediate Similarity NPC114540
0.798 Intermediate Similarity NPC155332
0.798 Intermediate Similarity NPC476769
0.798 Intermediate Similarity NPC32577
0.798 Intermediate Similarity NPC476081
0.798 Intermediate Similarity NPC320447
0.798 Intermediate Similarity NPC162973
0.7979 Intermediate Similarity NPC473944
0.7978 Intermediate Similarity NPC268122
0.7978 Intermediate Similarity NPC94200
0.7978 Intermediate Similarity NPC226988
0.7978 Intermediate Similarity NPC142683
0.7978 Intermediate Similarity NPC471218
0.7961 Intermediate Similarity NPC179642
0.7961 Intermediate Similarity NPC472666
0.7959 Intermediate Similarity NPC475202
0.7959 Intermediate Similarity NPC475385
0.7959 Intermediate Similarity NPC251680
0.7959 Intermediate Similarity NPC475392
0.7959 Intermediate Similarity NPC471041
0.7957 Intermediate Similarity NPC251528
0.7957 Intermediate Similarity NPC50070
0.7957 Intermediate Similarity NPC280833
0.7957 Intermediate Similarity NPC284561
0.7957 Intermediate Similarity NPC177141
0.7957 Intermediate Similarity NPC471043
0.7955 Intermediate Similarity NPC195424
0.7941 Intermediate Similarity NPC475418
0.7941 Intermediate Similarity NPC476765
0.7941 Intermediate Similarity NPC473482
0.7941 Intermediate Similarity NPC473483
0.7941 Intermediate Similarity NPC318363
0.7938 Intermediate Similarity NPC89225
0.7938 Intermediate Similarity NPC474343
0.7938 Intermediate Similarity NPC10057
0.7938 Intermediate Similarity NPC151488
0.7935 Intermediate Similarity NPC46912
0.7935 Intermediate Similarity NPC162107
0.7935 Intermediate Similarity NPC171722
0.7921 Intermediate Similarity NPC266570
0.7917 Intermediate Similarity NPC274417
0.7917 Intermediate Similarity NPC295347
0.7917 Intermediate Similarity NPC148523
0.7917 Intermediate Similarity NPC183012

  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 NPC8062 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
0.8605 High Similarity NPD4752 Clinical (unspecified phase)
0.8315 Intermediate Similarity NPD1694 Approved
0.8242 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8222 Intermediate Similarity NPD7146 Approved
0.8222 Intermediate Similarity NPD6409 Approved
0.8222 Intermediate Similarity NPD5330 Approved
0.8222 Intermediate Similarity NPD7334 Approved
0.8222 Intermediate Similarity NPD6684 Approved
0.8222 Intermediate Similarity NPD7521 Approved
0.8043 Intermediate Similarity NPD6903 Approved
0.8041 Intermediate Similarity NPD7638 Approved
0.8 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7900 Approved
0.8 Intermediate Similarity NPD7748 Approved
0.7959 Intermediate Similarity NPD7640 Approved
0.7959 Intermediate Similarity NPD7639 Approved
0.7849 Intermediate Similarity NPD5737 Approved
0.7849 Intermediate Similarity NPD6672 Approved
0.7789 Intermediate Similarity NPD7515 Phase 2
0.7789 Intermediate Similarity NPD5693 Phase 1
0.7755 Intermediate Similarity NPD7902 Approved
0.7742 Intermediate Similarity NPD3573 Approved
0.7677 Intermediate Similarity NPD4225 Approved
0.7634 Intermediate Similarity NPD3618 Phase 1
0.7551 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7523 Intermediate Similarity NPD7115 Discovery
0.7474 Intermediate Similarity NPD5208 Approved
0.7449 Intermediate Similarity NPD6001 Approved
0.7419 Intermediate Similarity NPD3665 Phase 1
0.7419 Intermediate Similarity NPD3133 Approved
0.7419 Intermediate Similarity NPD3666 Approved
0.7396 Intermediate Similarity NPD6673 Approved
0.7396 Intermediate Similarity NPD6904 Approved
0.7396 Intermediate Similarity NPD5328 Approved
0.7396 Intermediate Similarity NPD6080 Approved
0.7347 Intermediate Similarity NPD6399 Phase 3
0.7333 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD7632 Discontinued
0.7264 Intermediate Similarity NPD6686 Approved
0.7263 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD6098 Approved
0.7245 Intermediate Similarity NPD6079 Approved
0.7238 Intermediate Similarity NPD5739 Approved
0.7238 Intermediate Similarity NPD7128 Approved
0.7238 Intermediate Similarity NPD6675 Approved
0.7238 Intermediate Similarity NPD6402 Approved
0.7238 Intermediate Similarity NPD6008 Approved
0.7228 Intermediate Similarity NPD6083 Phase 2
0.7228 Intermediate Similarity NPD6084 Phase 2
0.7216 Intermediate Similarity NPD6051 Approved
0.7204 Intermediate Similarity NPD3667 Approved
0.7204 Intermediate Similarity NPD5209 Approved
0.72 Intermediate Similarity NPD5695 Phase 3
0.7196 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD4202 Approved
0.717 Intermediate Similarity NPD5697 Approved
0.717 Intermediate Similarity NPD5701 Approved
0.7158 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD5696 Approved
0.7143 Intermediate Similarity NPD5692 Phase 3
0.7143 Intermediate Similarity NPD5207 Approved
0.713 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD6881 Approved
0.7103 Intermediate Similarity NPD6011 Approved
0.7103 Intermediate Similarity NPD6899 Approved
0.7103 Intermediate Similarity NPD7320 Approved
0.7083 Intermediate Similarity NPD4623 Approved
0.7083 Intermediate Similarity NPD4519 Discontinued
0.7071 Intermediate Similarity NPD6050 Approved
0.7071 Intermediate Similarity NPD8035 Phase 2
0.7071 Intermediate Similarity NPD8034 Phase 2
0.7071 Intermediate Similarity NPD5694 Approved
0.7053 Intermediate Similarity NPD4786 Approved
0.7053 Intermediate Similarity NPD3668 Phase 3
0.7037 Intermediate Similarity NPD6013 Approved
0.7037 Intermediate Similarity NPD6012 Approved
0.7037 Intermediate Similarity NPD6014 Approved
0.7037 Intermediate Similarity NPD6372 Approved
0.7037 Intermediate Similarity NPD6373 Approved
0.7021 Intermediate Similarity NPD4223 Phase 3
0.7021 Intermediate Similarity NPD4221 Approved
0.7011 Intermediate Similarity NPD4137 Phase 3
0.7 Intermediate Similarity NPD8039 Approved
0.6975 Remote Similarity NPD7319 Approved
0.6972 Remote Similarity NPD7102 Approved
0.6972 Remote Similarity NPD7290 Approved
0.6972 Remote Similarity NPD6883 Approved
0.697 Remote Similarity NPD5785 Approved
0.6961 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6961 Remote Similarity NPD5222 Approved
0.6961 Remote Similarity NPD5221 Approved
0.6961 Remote Similarity NPD4697 Phase 3
0.6932 Remote Similarity NPD4691 Approved
0.6932 Remote Similarity NPD4747 Approved
0.6909 Remote Similarity NPD6649 Approved
0.6909 Remote Similarity NPD6847 Approved
0.6909 Remote Similarity NPD8130 Phase 1
0.6909 Remote Similarity NPD6650 Approved
0.6909 Remote Similarity NPD6617 Approved
0.6909 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6909 Remote Similarity NPD6869 Approved
0.6907 Remote Similarity NPD5279 Phase 3
0.69 Remote Similarity NPD6411 Approved
0.6893 Remote Similarity NPD5173 Approved
0.6893 Remote Similarity NPD4755 Approved
0.6875 Remote Similarity NPD4197 Approved
0.6869 Remote Similarity NPD4753 Phase 2
0.6869 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6864 Remote Similarity NPD7507 Approved
0.6863 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6854 Remote Similarity NPD5777 Approved
0.6847 Remote Similarity NPD8297 Approved
0.6847 Remote Similarity NPD6882 Approved
0.6809 Remote Similarity NPD4695 Discontinued
0.6804 Remote Similarity NPD5329 Approved
0.6796 Remote Similarity NPD7732 Phase 3
0.6792 Remote Similarity NPD5211 Phase 2
0.6774 Remote Similarity NPD3617 Approved
0.6762 Remote Similarity NPD4700 Approved
0.6762 Remote Similarity NPD5286 Approved
0.6762 Remote Similarity NPD5285 Approved
0.6762 Remote Similarity NPD4696 Approved
0.6735 Remote Similarity NPD4693 Phase 3
0.6735 Remote Similarity NPD4689 Approved
0.6735 Remote Similarity NPD4138 Approved
0.6735 Remote Similarity NPD4690 Approved
0.6735 Remote Similarity NPD5205 Approved
0.6735 Remote Similarity NPD4688 Approved
0.6733 Remote Similarity NPD5281 Approved
0.6733 Remote Similarity NPD5284 Approved
0.6724 Remote Similarity NPD6319 Approved
0.6703 Remote Similarity NPD4058 Approved
0.67 Remote Similarity NPD5764 Clinical (unspecified phase)
0.67 Remote Similarity NPD6101 Approved
0.6699 Remote Similarity NPD5654 Approved
0.6698 Remote Similarity NPD5223 Approved
0.6667 Remote Similarity NPD6868 Approved
0.6667 Remote Similarity NPD5778 Approved
0.6667 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD5779 Approved
0.6637 Remote Similarity NPD4632 Approved
0.6637 Remote Similarity NPD6858 Approved
0.6637 Remote Similarity NPD7094 Approved
0.6636 Remote Similarity NPD4633 Approved
0.6636 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5224 Approved
0.6636 Remote Similarity NPD5226 Approved
0.6636 Remote Similarity NPD5225 Approved
0.6609 Remote Similarity NPD6317 Approved
0.6598 Remote Similarity NPD4788 Approved
0.6574 Remote Similarity NPD6052 Approved
0.6574 Remote Similarity NPD5174 Approved
0.6574 Remote Similarity NPD5175 Approved
0.6574 Remote Similarity NPD4754 Approved
0.6571 Remote Similarity NPD5959 Approved
0.6569 Remote Similarity NPD7637 Suspended
0.6566 Remote Similarity NPD5280 Approved
0.6566 Remote Similarity NPD4694 Approved
0.6566 Remote Similarity NPD5690 Phase 2
0.6555 Remote Similarity NPD8328 Phase 3
0.6552 Remote Similarity NPD6335 Approved
0.6552 Remote Similarity NPD7328 Approved
0.6552 Remote Similarity NPD6313 Approved
0.6552 Remote Similarity NPD7327 Approved
0.6552 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6552 Remote Similarity NPD6314 Approved
0.6545 Remote Similarity NPD6412 Phase 2
0.6538 Remote Similarity NPD5210 Approved
0.6538 Remote Similarity NPD4629 Approved
0.6526 Remote Similarity NPD7645 Phase 2
0.6522 Remote Similarity NPD5733 Approved
0.6522 Remote Similarity NPD4687 Approved
0.6518 Remote Similarity NPD4634 Approved
0.6517 Remote Similarity NPD3621 Clinical (unspecified phase)
0.65 Remote Similarity NPD7492 Approved
0.6496 Remote Similarity NPD7100 Approved
0.6496 Remote Similarity NPD7101 Approved
0.6496 Remote Similarity NPD7516 Approved
0.6484 Remote Similarity NPD5276 Approved
0.6476 Remote Similarity NPD7614 Phase 1
0.6476 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6475 Remote Similarity NPD7736 Approved
0.6466 Remote Similarity NPD6009 Approved
0.6465 Remote Similarity NPD5363 Approved
0.6458 Remote Similarity NPD7525 Registered
0.6455 Remote Similarity NPD4768 Approved
0.6455 Remote Similarity NPD4767 Approved
0.6446 Remote Similarity NPD6616 Approved
0.6441 Remote Similarity NPD8294 Approved
0.6441 Remote Similarity NPD8377 Approved
0.6441 Remote Similarity NPD6054 Approved
0.6441 Remote Similarity NPD6059 Approved
0.6421 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6053 Discontinued
0.6396 Remote Similarity NPD6614 Approved
0.6393 Remote Similarity NPD7078 Approved
0.6393 Remote Similarity NPD8293 Discontinued
0.6387 Remote Similarity NPD8379 Approved
0.6387 Remote Similarity NPD8033 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