Structure

Physi-Chem Properties

Molecular Weight:  358.15
Volume:  347.16
LogP:  1.724
LogD:  1.587
LogS:  -4.126
# Rotatable Bonds:  2
TPSA:  91.59
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  6
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.807
Synthetic Accessibility Score:  6.483
Fsp3:  0.579
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.99
MDCK Permeability:  4.736015762318857e-05
Pgp-inhibitor:  0.232
Pgp-substrate:  0.982
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.02
30% Bioavailability (F30%):  0.114

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.817
Plasma Protein Binding (PPB):  48.77880096435547%
Volume Distribution (VD):  0.957
Pgp-substrate:  27.801498413085938%

ADMET: Metabolism

CYP1A2-inhibitor:  0.02
CYP1A2-substrate:  0.928
CYP2C19-inhibitor:  0.027
CYP2C19-substrate:  0.889
CYP2C9-inhibitor:  0.015
CYP2C9-substrate:  0.087
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.157
CYP3A4-inhibitor:  0.028
CYP3A4-substrate:  0.89

ADMET: Excretion

Clearance (CL):  7.422
Half-life (T1/2):  0.039

ADMET: Toxicity

hERG Blockers:  0.04
Human Hepatotoxicity (H-HT):  0.198
Drug-inuced Liver Injury (DILI):  0.188
AMES Toxicity:  0.89
Rat Oral Acute Toxicity:  0.395
Maximum Recommended Daily Dose:  0.817
Skin Sensitization:  0.487
Carcinogencity:  0.927
Eye Corrosion:  0.003
Eye Irritation:  0.015
Respiratory Toxicity:  0.969

Download Data

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

  Natural Product: NPC245741

Natural Product ID:  NPC245741
Common Name*:   HVRXIIBZQVCBAF-UGHGSSRZSA-N
IUPAC Name:   n.a.
Synonyms:   14,15-Dihydroxygelsenicine
Standard InCHIKey:  HVRXIIBZQVCBAF-UGHGSSRZSA-N
Standard InCHI:  InChI=1S/C19H22N2O5/c1-3-14-19(24)11-9-26-16(15(19)22)18(8-12(11)20-14)10-6-4-5-7-13(10)21(25-2)17(18)23/h4-7,11-12,15-16,22,24H,3,8-9H2,1-2H3/t11-,12+,15+,16-,18+,19+/m1/s1
SMILES:  CON1c2ccccc2[C@@]2(C1=O)C[C@@H]1N=C([C@@]3([C@H]([C@H]2OC[C@H]13)O)O)CC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL527011
PubChem CID:   44583829
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000211] Indoles and derivatives

*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
NPO21995 Gelsemium elegans Species Gelsemiaceae Eukaryota n.a. n.a. n.a. PMID[16643063]
NPO21995 Gelsemium elegans Species Gelsemiaceae Eukaryota n.a. n.a. n.a. PMID[16989532]
NPO21995 Gelsemium elegans Species Gelsemiaceae Eukaryota n.a. n.a. n.a. PMID[24256496]
NPO21995 Gelsemium elegans Species Gelsemiaceae Eukaryota leaves and vine stems Xishuangbanna Tropical Botanical Garden (XTBG), Chinese Academy of Science (CAS), Mengla County, Yunnan Province, China 2009-OCT PMID[26103517]
NPO21995 Gelsemium elegans Species Gelsemiaceae Eukaryota n.a. n.a. n.a. PMID[26222693]
NPO21995 Gelsemium elegans Species Gelsemiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21995 Gelsemium elegans Species Gelsemiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21995 Gelsemium elegans Species Gelsemiaceae 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
NPT762 Cell Line A-431 Homo sapiens EC50 = 1300.0 nM PMID[450348]

☑ 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 NPC245741 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
0.9759 High Similarity NPC282092
0.9217 High Similarity NPC13367
0.9018 High Similarity NPC143457
0.8933 High Similarity NPC302548
0.8933 High Similarity NPC475559
0.8678 High Similarity NPC477159
0.8495 Intermediate Similarity NPC14339
0.8274 Intermediate Similarity NPC29285
0.8232 Intermediate Similarity NPC284706
0.8187 Intermediate Similarity NPC286871
0.7977 Intermediate Similarity NPC176983
0.7877 Intermediate Similarity NPC129624
0.7584 Intermediate Similarity NPC472106
0.7514 Intermediate Similarity NPC475962
0.7472 Intermediate Similarity NPC472101
0.7472 Intermediate Similarity NPC472120
0.7416 Intermediate Similarity NPC309531
0.7416 Intermediate Similarity NPC472102
0.7401 Intermediate Similarity NPC153694
0.7401 Intermediate Similarity NPC211525
0.74 Intermediate Similarity NPC477160
0.7377 Intermediate Similarity NPC210415
0.7377 Intermediate Similarity NPC298851
0.7377 Intermediate Similarity NPC293255
0.7377 Intermediate Similarity NPC181138
0.7377 Intermediate Similarity NPC21752
0.7377 Intermediate Similarity NPC276993
0.7374 Intermediate Similarity NPC472117
0.7374 Intermediate Similarity NPC472121
0.736 Intermediate Similarity NPC310403
0.736 Intermediate Similarity NPC263709
0.736 Intermediate Similarity NPC97380
0.736 Intermediate Similarity NPC243673
0.736 Intermediate Similarity NPC148468
0.736 Intermediate Similarity NPC63210
0.7348 Intermediate Similarity NPC278887
0.7303 Intermediate Similarity NPC113946
0.7293 Intermediate Similarity NPC52059
0.7293 Intermediate Similarity NPC470069
0.7283 Intermediate Similarity NPC472100
0.7268 Intermediate Similarity NPC243626
0.7267 Intermediate Similarity NPC472103
0.7259 Intermediate Similarity NPC475489
0.7211 Intermediate Similarity NPC472209
0.7204 Intermediate Similarity NPC476441
0.7191 Intermediate Similarity NPC161827
0.7189 Intermediate Similarity NPC96901
0.7179 Intermediate Similarity NPC230313
0.7165 Intermediate Similarity NPC473004
0.7143 Intermediate Similarity NPC476428
0.7143 Intermediate Similarity NPC313757
0.7127 Intermediate Similarity NPC315368
0.712 Intermediate Similarity NPC469460
0.712 Intermediate Similarity NPC469462
0.7097 Intermediate Similarity NPC476425
0.7083 Intermediate Similarity NPC291759
0.705 Intermediate Similarity NPC471512
0.7031 Intermediate Similarity NPC133591
0.7005 Intermediate Similarity NPC221687
0.7 Intermediate Similarity NPC11149
0.6995 Remote Similarity NPC477161
0.6995 Remote Similarity NPC476231
0.6995 Remote Similarity NPC38823
0.6995 Remote Similarity NPC207033
0.6984 Remote Similarity NPC476326
0.6976 Remote Similarity NPC469743
0.6974 Remote Similarity NPC473008
0.6974 Remote Similarity NPC22689
0.6974 Remote Similarity NPC105055
0.6973 Remote Similarity NPC214960
0.6973 Remote Similarity NPC279527
0.697 Remote Similarity NPC97100
0.697 Remote Similarity NPC473375
0.6957 Remote Similarity NPC475778
0.694 Remote Similarity NPC474058
0.6936 Remote Similarity NPC243162
0.6935 Remote Similarity NPC90967
0.6915 Remote Similarity NPC139085
0.6915 Remote Similarity NPC251212
0.6915 Remote Similarity NPC214626
0.6912 Remote Similarity NPC277350
0.6911 Remote Similarity NPC39822
0.6906 Remote Similarity NPC473297
0.69 Remote Similarity NPC149708
0.6895 Remote Similarity NPC260075
0.6868 Remote Similarity NPC477157
0.6868 Remote Similarity NPC477156
0.686 Remote Similarity NPC234999
0.6859 Remote Similarity NPC475094
0.6847 Remote Similarity NPC474077
0.6839 Remote Similarity NPC315051
0.6832 Remote Similarity NPC214428
0.6809 Remote Similarity NPC469915
0.6793 Remote Similarity NPC469461
0.6786 Remote Similarity NPC473815
0.6772 Remote Similarity NPC355
0.6771 Remote Similarity NPC321211
0.6769 Remote Similarity NPC473007
0.6769 Remote Similarity NPC52262
0.6769 Remote Similarity NPC62510
0.6757 Remote Similarity NPC477158
0.6757 Remote Similarity NPC201424
0.6749 Remote Similarity NPC470497
0.6738 Remote Similarity NPC471124
0.6736 Remote Similarity NPC15840
0.6735 Remote Similarity NPC478077
0.6734 Remote Similarity NPC204970
0.672 Remote Similarity NPC85651
0.6717 Remote Similarity NPC473298
0.6714 Remote Similarity NPC151976
0.6701 Remote Similarity NPC472323
0.67 Remote Similarity NPC203972
0.6699 Remote Similarity NPC475847
0.6699 Remote Similarity NPC185742
0.6698 Remote Similarity NPC204491
0.6684 Remote Similarity NPC79062
0.6684 Remote Similarity NPC218594
0.6684 Remote Similarity NPC99043
0.6684 Remote Similarity NPC472107
0.6684 Remote Similarity NPC322621
0.6683 Remote Similarity NPC162730
0.6683 Remote Similarity NPC474116
0.6682 Remote Similarity NPC473006
0.6682 Remote Similarity NPC141428
0.6667 Remote Similarity NPC225319
0.6667 Remote Similarity NPC68650
0.6667 Remote Similarity NPC474121
0.6667 Remote Similarity NPC249428
0.6667 Remote Similarity NPC472444
0.6651 Remote Similarity NPC267926
0.665 Remote Similarity NPC55493
0.6648 Remote Similarity NPC116519
0.6647 Remote Similarity NPC477680
0.6636 Remote Similarity NPC266192
0.6633 Remote Similarity NPC472119
0.6633 Remote Similarity NPC97584
0.6632 Remote Similarity NPC472118
0.6621 Remote Similarity NPC57690
0.6618 Remote Similarity NPC241024
0.6615 Remote Similarity NPC472586
0.6615 Remote Similarity NPC113626
0.6614 Remote Similarity NPC472115
0.6614 Remote Similarity NPC472114
0.6613 Remote Similarity NPC471122
0.6607 Remote Similarity NPC317758
0.6603 Remote Similarity NPC127677
0.66 Remote Similarity NPC25401
0.66 Remote Similarity NPC117244
0.66 Remote Similarity NPC473763
0.6598 Remote Similarity NPC472443
0.6593 Remote Similarity NPC162104
0.6584 Remote Similarity NPC34717
0.6576 Remote Similarity NPC478076
0.6575 Remote Similarity NPC212799
0.6569 Remote Similarity NPC52557
0.6569 Remote Similarity NPC102008
0.6562 Remote Similarity NPC285622
0.6557 Remote Similarity NPC10732
0.6557 Remote Similarity NPC87856
0.6555 Remote Similarity NPC46225
0.655 Remote Similarity NPC471195
0.655 Remote Similarity NPC471196
0.6546 Remote Similarity NPC186669
0.6546 Remote Similarity NPC474081
0.6543 Remote Similarity NPC35510
0.6543 Remote Similarity NPC253667
0.6542 Remote Similarity NPC203614
0.6542 Remote Similarity NPC132211
0.6538 Remote Similarity NPC242000
0.6534 Remote Similarity NPC287358
0.6533 Remote Similarity NPC181928
0.653 Remote Similarity NPC477394
0.6526 Remote Similarity NPC267965
0.6517 Remote Similarity NPC28510
0.6515 Remote Similarity NPC259626
0.6513 Remote Similarity NPC274002
0.6513 Remote Similarity NPC126515
0.6513 Remote Similarity NPC475761
0.6513 Remote Similarity NPC472331
0.6513 Remote Similarity NPC133261
0.6512 Remote Similarity NPC244425
0.6512 Remote Similarity NPC15384
0.6507 Remote Similarity NPC477173
0.6507 Remote Similarity NPC18661
0.6505 Remote Similarity NPC138830
0.65 Remote Similarity NPC175474
0.6495 Remote Similarity NPC472122
0.6495 Remote Similarity NPC24594
0.6495 Remote Similarity NPC203202
0.6495 Remote Similarity NPC475607
0.6495 Remote Similarity NPC264482
0.6488 Remote Similarity NPC470499
0.6482 Remote Similarity NPC262725
0.6481 Remote Similarity NPC174788
0.6477 Remote Similarity NPC208725
0.6476 Remote Similarity NPC470488
0.6471 Remote Similarity NPC473458
0.6471 Remote Similarity NPC104345
0.6471 Remote Similarity NPC474926
0.6468 Remote Similarity NPC174629

  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 NPC245741 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
0.7207 Intermediate Similarity NPD5715 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD7599 Phase 2
0.7033 Intermediate Similarity NPD7600 Phase 2
0.6912 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6868 Remote Similarity NPD1663 Discontinued
0.6816 Remote Similarity NPD4682 Phase 2
0.6776 Remote Similarity NPD7105 Phase 1
0.6765 Remote Similarity NPD4738 Phase 2
0.6758 Remote Similarity NPD4121 Phase 3
0.6758 Remote Similarity NPD4120 Approved
0.675 Remote Similarity NPD4427 Phase 2
0.6721 Remote Similarity NPD5742 Approved
0.6721 Remote Similarity NPD5743 Approved
0.6721 Remote Similarity NPD5741 Approved
0.6601 Remote Similarity NPD5003 Discontinued
0.6587 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6587 Remote Similarity NPD7001 Phase 3
0.6578 Remote Similarity NPD2996 Approved
0.6571 Remote Similarity NPD8173 Phase 2
0.6571 Remote Similarity NPD8172 Phase 2
0.6569 Remote Similarity NPD7777 Approved
0.6569 Remote Similarity NPD7778 Approved
0.6569 Remote Similarity NPD53 Approved
0.6564 Remote Similarity NPD6879 Phase 2
0.6564 Remote Similarity NPD6878 Phase 2
0.6556 Remote Similarity NPD5595 Clinical (unspecified phase)
0.6533 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6522 Remote Similarity NPD5721 Clinical (unspecified phase)
0.651 Remote Similarity NPD3824 Phase 1
0.6489 Remote Similarity NPD2511 Approved
0.648 Remote Similarity NPD3227 Phase 2
0.6471 Remote Similarity NPD1036 Approved
0.6468 Remote Similarity NPD4499 Approved
0.6468 Remote Similarity NPD2565 Phase 2
0.6468 Remote Similarity NPD2564 Approved
0.6444 Remote Similarity NPD2820 Phase 3
0.6435 Remote Similarity NPD8326 Phase 3
0.6435 Remote Similarity NPD8327 Clinical (unspecified phase)
0.6435 Remote Similarity NPD8325 Phase 3
0.6425 Remote Similarity NPD4600 Approved
0.6425 Remote Similarity NPD4601 Approved
0.6422 Remote Similarity NPD4602 Approved
0.6422 Remote Similarity NPD7944 Discontinued
0.6418 Remote Similarity NPD4334 Discontinued
0.6417 Remote Similarity NPD3067 Approved
0.641 Remote Similarity NPD8022 Clinical (unspecified phase)
0.6406 Remote Similarity NPD2844 Phase 3
0.6396 Remote Similarity NPD5897 Approved
0.6396 Remote Similarity NPD5899 Approved
0.6396 Remote Similarity NPD5898 Approved
0.6391 Remote Similarity NPD4215 Approved
0.6391 Remote Similarity NPD4218 Approved
0.6391 Remote Similarity NPD3132 Approved
0.6391 Remote Similarity NPD3131 Approved
0.6391 Remote Similarity NPD4216 Approved
0.6391 Remote Similarity NPD2610 Approved
0.6391 Remote Similarity NPD2609 Approved
0.6391 Remote Similarity NPD2608 Approved
0.6391 Remote Similarity NPD4217 Approved
0.6391 Remote Similarity NPD2612 Approved
0.6391 Remote Similarity NPD2611 Approved
0.6389 Remote Similarity NPD2365 Approved
0.6385 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6383 Remote Similarity NPD7011 Discontinued
0.6378 Remote Similarity NPD6641 Approved
0.6378 Remote Similarity NPD6642 Approved
0.6377 Remote Similarity NPD7000 Clinical (unspecified phase)
0.6377 Remote Similarity NPD6999 Discontinued
0.6374 Remote Similarity NPD6325 Discontinued
0.6359 Remote Similarity NPD5942 Approved
0.6359 Remote Similarity NPD5941 Approved
0.6359 Remote Similarity NPD6206 Phase 1
0.6359 Remote Similarity NPD4432 Discontinued
0.6358 Remote Similarity NPD3626 Phase 3
0.6355 Remote Similarity NPD5076 Approved
0.6355 Remote Similarity NPD5077 Approved
0.633 Remote Similarity NPD7878 Phase 2
0.6322 Remote Similarity NPD2613 Approved
0.6311 Remote Similarity NPD8372 Clinical (unspecified phase)
0.6303 Remote Similarity NPD5426 Phase 3
0.6294 Remote Similarity NPD3449 Discontinued
0.6293 Remote Similarity NPD7921 Approved
0.6291 Remote Similarity NPD8399 Phase 1
0.6291 Remote Similarity NPD8423 Phase 2
0.629 Remote Similarity NPD6824 Clinical (unspecified phase)
0.6277 Remote Similarity NPD5257 Clinical (unspecified phase)
0.6277 Remote Similarity NPD8417 Discontinued
0.6275 Remote Similarity NPD3785 Clinical (unspecified phase)
0.6274 Remote Similarity NPD7174 Clinical (unspecified phase)
0.6271 Remote Similarity NPD5182 Approved
0.6271 Remote Similarity NPD5185 Approved
0.6271 Remote Similarity NPD5184 Approved
0.627 Remote Similarity NPD979 Approved
0.6268 Remote Similarity NPD6805 Discontinued
0.6262 Remote Similarity NPD5947 Clinical (unspecified phase)
0.6261 Remote Similarity NPD7820 Phase 3
0.6256 Remote Similarity NPD6608 Clinical (unspecified phase)
0.625 Remote Similarity NPD5596 Phase 2
0.6244 Remote Similarity NPD4315 Phase 2
0.6243 Remote Similarity NPD4152 Approved
0.6243 Remote Similarity NPD6396 Clinical (unspecified phase)
0.6243 Remote Similarity NPD6395 Phase 2
0.6243 Remote Similarity NPD6913 Approved
0.6243 Remote Similarity NPD2093 Discontinued
0.6233 Remote Similarity NPD7821 Clinical (unspecified phase)
0.622 Remote Similarity NPD6249 Phase 2
0.622 Remote Similarity NPD6248 Phase 2
0.6215 Remote Similarity NPD3088 Approved
0.6215 Remote Similarity NPD3090 Approved
0.6215 Remote Similarity NPD2571 Approved
0.6215 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6215 Remote Similarity NPD3089 Approved
0.6215 Remote Similarity NPD3616 Approved
0.6215 Remote Similarity NPD2574 Discontinued
0.6215 Remote Similarity NPD2573 Approved
0.6215 Remote Similarity NPD3615 Approved
0.6215 Remote Similarity NPD2570 Approved
0.6215 Remote Similarity NPD3087 Approved
0.6215 Remote Similarity NPD2566 Approved
0.6215 Remote Similarity NPD3614 Approved
0.6215 Remote Similarity NPD4746 Phase 3
0.6215 Remote Similarity NPD4745 Approved
0.6213 Remote Similarity NPD2212 Approved
0.6213 Remote Similarity NPD2210 Approved
0.6211 Remote Similarity NPD7735 Clinical (unspecified phase)
0.6207 Remote Similarity NPD6891 Phase 2
0.6204 Remote Similarity NPD7070 Clinical (unspecified phase)
0.6198 Remote Similarity NPD2995 Approved
0.6196 Remote Similarity NPD7295 Approved
0.6195 Remote Similarity NPD8374 Phase 3
0.6193 Remote Similarity NPD4897 Phase 2
0.6186 Remote Similarity NPD5823 Approved
0.6186 Remote Similarity NPD4506 Discontinued
0.6185 Remote Similarity NPD5577 Clinical (unspecified phase)
0.6185 Remote Similarity NPD5578 Approved
0.6183 Remote Similarity NPD5881 Clinical (unspecified phase)
0.618 Remote Similarity NPD8416 Discontinued
0.6179 Remote Similarity NPD2920 Discontinued
0.6179 Remote Similarity NPD5487 Phase 1
0.6179 Remote Similarity NPD6176 Phase 1
0.6178 Remote Similarity NPD4086 Phase 1
0.6175 Remote Similarity NPD5024 Approved
0.6175 Remote Similarity NPD4852 Phase 2
0.6175 Remote Similarity NPD7605 Discovery
0.6173 Remote Similarity NPD6739 Clinical (unspecified phase)
0.6172 Remote Similarity NPD6261 Phase 3
0.6169 Remote Similarity NPD7252 Clinical (unspecified phase)
0.6167 Remote Similarity NPD3864 Clinical (unspecified phase)
0.6165 Remote Similarity NPD7570 Approved
0.6165 Remote Similarity NPD7569 Approved
0.6158 Remote Similarity NPD2527 Approved
0.6158 Remote Similarity NPD951 Approved
0.6157 Remote Similarity NPD8329 Phase 3
0.6154 Remote Similarity NPD6455 Phase 3
0.6154 Remote Similarity NPD7818 Clinical (unspecified phase)
0.6145 Remote Similarity NPD4684 Phase 3
0.6145 Remote Similarity NPD2470 Clinical (unspecified phase)
0.6145 Remote Similarity NPD4686 Approved
0.6145 Remote Similarity NPD4685 Phase 3
0.6143 Remote Similarity NPD6661 Clinical (unspecified phase)
0.6143 Remote Similarity NPD6995 Phase 1
0.6142 Remote Similarity NPD43 Approved
0.6142 Remote Similarity NPD6183 Clinical (unspecified phase)
0.6142 Remote Similarity NPD6182 Approved
0.6141 Remote Similarity NPD7487 Discontinued
0.6141 Remote Similarity NPD2575 Approved
0.6141 Remote Similarity NPD3016 Clinical (unspecified phase)
0.614 Remote Similarity NPD7665 Phase 2
0.614 Remote Similarity NPD7666 Phase 3
0.6136 Remote Similarity NPD1271 Clinical (unspecified phase)
0.6129 Remote Similarity NPD7794 Clinical (unspecified phase)
0.6127 Remote Similarity NPD4951 Discontinued
0.6126 Remote Similarity NPD4671 Clinical (unspecified phase)
0.6126 Remote Similarity NPD4669 Clinical (unspecified phase)
0.6126 Remote Similarity NPD6717 Clinical (unspecified phase)
0.6126 Remote Similarity NPD4670 Clinical (unspecified phase)
0.6122 Remote Similarity NPD7795 Phase 2
0.6117 Remote Similarity NPD6659 Phase 2
0.6117 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6117 Remote Similarity NPD8240 Discontinued
0.6108 Remote Similarity NPD8323 Discontinued
0.6108 Remote Similarity NPD6557 Phase 2
0.6103 Remote Similarity NPD3777 Phase 3
0.6101 Remote Similarity NPD6657 Clinical (unspecified phase)
0.6101 Remote Similarity NPD7301 Phase 3
0.6095 Remote Similarity NPD4987 Clinical (unspecified phase)
0.6095 Remote Similarity NPD4397 Phase 1
0.6089 Remote Similarity NPD7962 Phase 2
0.6087 Remote Similarity NPD6301 Phase 2
0.608 Remote Similarity NPD4895 Clinical (unspecified phase)
0.6078 Remote Similarity NPD5444 Phase 1
0.6078 Remote Similarity NPD3153 Approved
0.6078 Remote Similarity NPD3154 Approved
0.6075 Remote Similarity NPD3141 Discontinued
0.6075 Remote Similarity NPD6416 Phase 2
0.6071 Remote Similarity NPD6457 Approved
0.6069 Remote Similarity NPD2584 Suspended
0.6068 Remote Similarity NPD6517 Phase 3
0.6066 Remote Similarity NPD3800 Clinical (unspecified phase)
0.6066 Remote Similarity NPD6874 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