Structure

Physi-Chem Properties

Molecular Weight:  550.3
Volume:  578.809
LogP:  4.295
LogD:  3.411
LogS:  -3.817
# Rotatable Bonds:  9
TPSA:  117.45
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.433
Synthetic Accessibility Score:  5.117
Fsp3:  0.531
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.097
MDCK Permeability:  8.143488230416551e-06
Pgp-inhibitor:  0.006
Pgp-substrate:  0.47
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.006
30% Bioavailability (F30%):  0.069

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.535
Plasma Protein Binding (PPB):  87.5332260131836%
Volume Distribution (VD):  1.701
Pgp-substrate:  11.962163925170898%

ADMET: Metabolism

CYP1A2-inhibitor:  0.029
CYP1A2-substrate:  0.161
CYP2C19-inhibitor:  0.055
CYP2C19-substrate:  0.89
CYP2C9-inhibitor:  0.106
CYP2C9-substrate:  0.138
CYP2D6-inhibitor:  0.113
CYP2D6-substrate:  0.159
CYP3A4-inhibitor:  0.767
CYP3A4-substrate:  0.905

ADMET: Excretion

Clearance (CL):  2.074
Half-life (T1/2):  0.055

ADMET: Toxicity

hERG Blockers:  0.197
Human Hepatotoxicity (H-HT):  0.946
Drug-inuced Liver Injury (DILI):  0.278
AMES Toxicity:  0.087
Rat Oral Acute Toxicity:  0.593
Maximum Recommended Daily Dose:  0.948
Skin Sensitization:  0.372
Carcinogencity:  0.115
Eye Corrosion:  0.003
Eye Irritation:  0.005
Respiratory Toxicity:  0.939

Download Data

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

  Natural Product: NPC472329

Natural Product ID:  NPC472329
Common Name*:   HXDOHVMCRWLYFS-ORYNJQNLSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  HXDOHVMCRWLYFS-ORYNJQNLSA-N
Standard InCHI:  InChI=1S/C32H42N2O6/c1-19(2)26(33-5)30(37)40-24-15-17-31(4,18-20(24)3)16-14-21-12-13-23-25(27(21)35)32(38,22-10-8-7-9-11-22)28(39-6)29(36)34-23/h7-14,16,19-20,24,26,28,33,35,38H,15,17-18H2,1-6H3,(H,34,36)/b16-14+/t20-,24+,26-,28+,31+,32-/m0/s1
SMILES:  CN[C@H](C(=O)O[C@@H]1CC[C@@](C[C@@H]1C)(C)/C=C/c1ccc2c(c1O)[C@@](O)(c1ccccc1)[C@@H](C(=N2)O)OC)C(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3359247
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0001253] Quinolines and derivatives
        • [CHEMONTID:0002348] Phenylquinolines

*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
NPO33330 aspergillus sp. xs-20090b15 Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[25420212]

☑ 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
NPT70 Organism Respiratory syncytial virus Respiratory syncytial virus IC50 > 50000.0 nM PMID[489254]

☑ 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 NPC472329 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
1.0 High Similarity NPC472330
0.8516 High Similarity NPC472331
0.8516 High Similarity NPC274002
0.8516 High Similarity NPC126515
0.8492 Intermediate Similarity NPC257354
0.8202 Intermediate Similarity NPC291359
0.8077 Intermediate Similarity NPC19555
0.7821 Intermediate Similarity NPC184161
0.7819 Intermediate Similarity NPC168153
0.7273 Intermediate Similarity NPC477391
0.7198 Intermediate Similarity NPC232600
0.7165 Intermediate Similarity NPC248670
0.705 Intermediate Similarity NPC477392
0.705 Intermediate Similarity NPC315934
0.7039 Intermediate Similarity NPC303214
0.7037 Intermediate Similarity NPC10875
0.7037 Intermediate Similarity NPC10730
0.701 Intermediate Similarity NPC28510
0.7 Intermediate Similarity NPC469722
0.6985 Remote Similarity NPC39822
0.6961 Remote Similarity NPC474059
0.6954 Remote Similarity NPC95412
0.6946 Remote Similarity NPC469830
0.6944 Remote Similarity NPC127996
0.6939 Remote Similarity NPC83241
0.6937 Remote Similarity NPC473667
0.6935 Remote Similarity NPC45037
0.6919 Remote Similarity NPC50016
0.6919 Remote Similarity NPC311357
0.6904 Remote Similarity NPC225381
0.6904 Remote Similarity NPC273755
0.6891 Remote Similarity NPC133470
0.6891 Remote Similarity NPC191863
0.6891 Remote Similarity NPC289776
0.6887 Remote Similarity NPC473460
0.6881 Remote Similarity NPC294951
0.6878 Remote Similarity NPC140311
0.6869 Remote Similarity NPC158277
0.6869 Remote Similarity NPC473354
0.6869 Remote Similarity NPC471165
0.6863 Remote Similarity NPC94862
0.6853 Remote Similarity NPC89831
0.6845 Remote Similarity NPC203628
0.6831 Remote Similarity NPC197921
0.6821 Remote Similarity NPC15506
0.6818 Remote Similarity NPC473837
0.6816 Remote Similarity NPC106593
0.6806 Remote Similarity NPC477160
0.6802 Remote Similarity NPC274268
0.6793 Remote Similarity NPC91953
0.6793 Remote Similarity NPC469360
0.6786 Remote Similarity NPC278887
0.6784 Remote Similarity NPC476227
0.6782 Remote Similarity NPC475962
0.6766 Remote Similarity NPC269750
0.6766 Remote Similarity NPC194671
0.6757 Remote Similarity NPC223590
0.6753 Remote Similarity NPC156348
0.6749 Remote Similarity NPC471526
0.6732 Remote Similarity NPC291759
0.672 Remote Similarity NPC195788
0.672 Remote Similarity NPC237901
0.6715 Remote Similarity NPC163961
0.6715 Remote Similarity NPC473305
0.6714 Remote Similarity NPC214368
0.67 Remote Similarity NPC26108
0.67 Remote Similarity NPC476321
0.6698 Remote Similarity NPC87714
0.6698 Remote Similarity NPC473422
0.6697 Remote Similarity NPC25961
0.6683 Remote Similarity NPC230611
0.6683 Remote Similarity NPC133591
0.6682 Remote Similarity NPC474077
0.6667 Remote Similarity NPC478008
0.6667 Remote Similarity NPC6570
0.6651 Remote Similarity NPC323662
0.6651 Remote Similarity NPC477550
0.6651 Remote Similarity NPC477552
0.665 Remote Similarity NPC306804
0.6648 Remote Similarity NPC197680
0.6648 Remote Similarity NPC259098
0.6636 Remote Similarity NPC119722
0.6634 Remote Similarity NPC471049
0.6634 Remote Similarity NPC471050
0.6634 Remote Similarity NPC471048
0.6634 Remote Similarity NPC320394
0.6633 Remote Similarity NPC46009
0.6633 Remote Similarity NPC72291
0.6633 Remote Similarity NPC40234
0.6622 Remote Similarity NPC330009
0.6619 Remote Similarity NPC203972
0.6617 Remote Similarity NPC159767
0.6617 Remote Similarity NPC473402
0.6617 Remote Similarity NPC155506
0.6617 Remote Similarity NPC279871
0.6616 Remote Similarity NPC294516
0.6616 Remote Similarity NPC107938
0.6614 Remote Similarity NPC260909
0.6608 Remote Similarity NPC19175
0.6605 Remote Similarity NPC475223
0.6589 Remote Similarity NPC477551
0.6585 Remote Similarity NPC469831
0.6584 Remote Similarity NPC231371
0.658 Remote Similarity NPC476741
0.6578 Remote Similarity NPC478007
0.6574 Remote Similarity NPC475448
0.6574 Remote Similarity NPC246983
0.657 Remote Similarity NPC207033
0.657 Remote Similarity NPC38823
0.6562 Remote Similarity NPC313582
0.656 Remote Similarity NPC11708
0.6555 Remote Similarity NPC61332
0.6555 Remote Similarity NPC5630
0.6555 Remote Similarity NPC240130
0.6555 Remote Similarity NPC283207
0.6553 Remote Similarity NPC469829
0.6552 Remote Similarity NPC323752
0.654 Remote Similarity NPC476565
0.654 Remote Similarity NPC302715
0.6538 Remote Similarity NPC326966
0.6535 Remote Similarity NPC477394
0.6533 Remote Similarity NPC222046
0.653 Remote Similarity NPC478005
0.653 Remote Similarity NPC257728
0.6528 Remote Similarity NPC219383
0.6528 Remote Similarity NPC476742
0.6524 Remote Similarity NPC473378
0.6524 Remote Similarity NPC473407
0.6524 Remote Similarity NPC70340
0.6522 Remote Similarity NPC52262
0.652 Remote Similarity NPC97526
0.652 Remote Similarity NPC203005
0.652 Remote Similarity NPC119652
0.6515 Remote Similarity NPC63931
0.6513 Remote Similarity NPC477156
0.6513 Remote Similarity NPC56635
0.6513 Remote Similarity NPC477157
0.6511 Remote Similarity NPC151171
0.651 Remote Similarity NPC476744
0.6509 Remote Similarity NPC321592
0.6509 Remote Similarity NPC476257
0.6509 Remote Similarity NPC476207
0.6509 Remote Similarity NPC476205
0.6509 Remote Similarity NPC476256
0.6509 Remote Similarity NPC54803
0.6509 Remote Similarity NPC476129
0.6509 Remote Similarity NPC259791
0.6509 Remote Similarity NPC476206
0.6509 Remote Similarity NPC476212
0.6508 Remote Similarity NPC471303
0.6508 Remote Similarity NPC472103
0.6507 Remote Similarity NPC24370
0.6507 Remote Similarity NPC22928
0.6507 Remote Similarity NPC319232
0.6502 Remote Similarity NPC314817
0.6502 Remote Similarity NPC66191
0.6502 Remote Similarity NPC316297
0.65 Remote Similarity NPC469462
0.65 Remote Similarity NPC471561
0.6498 Remote Similarity NPC469452
0.6496 Remote Similarity NPC17160
0.6496 Remote Similarity NPC313720
0.6495 Remote Similarity NPC476268
0.6495 Remote Similarity NPC306376
0.6493 Remote Similarity NPC259350
0.6493 Remote Similarity NPC223236
0.6492 Remote Similarity NPC254798
0.6486 Remote Similarity NPC64205
0.6485 Remote Similarity NPC181138
0.6485 Remote Similarity NPC298851
0.6485 Remote Similarity NPC210415
0.6485 Remote Similarity NPC276993
0.6485 Remote Similarity NPC469734
0.6485 Remote Similarity NPC21752
0.6485 Remote Similarity NPC293255
0.6484 Remote Similarity NPC257266
0.6483 Remote Similarity NPC469450
0.6481 Remote Similarity NPC323198
0.6479 Remote Similarity NPC476218
0.6479 Remote Similarity NPC108804
0.6478 Remote Similarity NPC473458
0.6476 Remote Similarity NPC477532
0.6476 Remote Similarity NPC128476
0.6473 Remote Similarity NPC74969
0.6471 Remote Similarity NPC9475
0.6468 Remote Similarity NPC475123
0.6468 Remote Similarity NPC475204
0.6468 Remote Similarity NPC68328
0.6468 Remote Similarity NPC14339
0.6465 Remote Similarity NPC317727
0.6465 Remote Similarity NPC85651
0.6465 Remote Similarity NPC472121
0.6463 Remote Similarity NPC231924
0.6462 Remote Similarity NPC314083
0.6462 Remote Similarity NPC328763
0.6461 Remote Similarity NPC314882
0.646 Remote Similarity NPC37957
0.646 Remote Similarity NPC153923
0.646 Remote Similarity NPC108826
0.646 Remote Similarity NPC288110

  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 NPC472329 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
0.7426 Intermediate Similarity NPD4604 Approved
0.7426 Intermediate Similarity NPD4605 Approved
0.7292 Intermediate Similarity NPD2216 Approved
0.7292 Intermediate Similarity NPD2215 Approved
0.7286 Intermediate Similarity NPD4951 Discontinued
0.7228 Intermediate Similarity NPD5937 Approved
0.7206 Intermediate Similarity NPD8249 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD2845 Phase 2
0.7044 Intermediate Similarity NPD2843 Phase 2
0.7 Intermediate Similarity NPD7883 Discontinued
0.6961 Remote Similarity NPD7628 Phase 3
0.6961 Remote Similarity NPD7630 Phase 3
0.6961 Remote Similarity NPD7629 Clinical (unspecified phase)
0.6859 Remote Similarity NPD6072 Discontinued
0.6816 Remote Similarity NPD8364 Approved
0.6816 Remote Similarity NPD6833 Clinical (unspecified phase)
0.6816 Remote Similarity NPD8363 Approved
0.6796 Remote Similarity NPD5928 Phase 1
0.6787 Remote Similarity NPD7293 Approved
0.6761 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6744 Remote Similarity NPD6905 Phase 2
0.672 Remote Similarity NPD8465 Approved
0.672 Remote Similarity NPD8428 Approved
0.672 Remote Similarity NPD8467 Approved
0.672 Remote Similarity NPD8466 Approved
0.672 Remote Similarity NPD8429 Approved
0.672 Remote Similarity NPD8427 Approved
0.6719 Remote Similarity NPD5617 Suspended
0.6714 Remote Similarity NPD7476 Discontinued
0.6712 Remote Similarity NPD7827 Phase 1
0.6712 Remote Similarity NPD7301 Phase 3
0.6704 Remote Similarity NPD6359 Clinical (unspecified phase)
0.6701 Remote Similarity NPD6283 Phase 2
0.6699 Remote Similarity NPD5150 Phase 2
0.6683 Remote Similarity NPD7479 Phase 2
0.6682 Remote Similarity NPD5848 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7256 Discontinued
0.6667 Remote Similarity NPD6519 Phase 2
0.6667 Remote Similarity NPD8025 Phase 2
0.6651 Remote Similarity NPD4668 Phase 2
0.665 Remote Similarity NPD6184 Discontinued
0.663 Remote Similarity NPD3554 Approved
0.663 Remote Similarity NPD3555 Approved
0.663 Remote Similarity NPD3552 Approved
0.663 Remote Similarity NPD3553 Approved
0.6619 Remote Similarity NPD5610 Approved
0.6614 Remote Similarity NPD8460 Approved
0.6614 Remote Similarity NPD8425 Approved
0.6614 Remote Similarity NPD8426 Approved
0.6614 Remote Similarity NPD8459 Approved
0.6606 Remote Similarity NPD7300 Phase 3
0.6606 Remote Similarity NPD7302 Phase 3
0.6604 Remote Similarity NPD7238 Clinical (unspecified phase)
0.6602 Remote Similarity NPD8167 Discontinued
0.6598 Remote Similarity NPD7105 Phase 1
0.6598 Remote Similarity NPD3778 Approved
0.6593 Remote Similarity NPD6405 Approved
0.6593 Remote Similarity NPD6407 Approved
0.6588 Remote Similarity NPD4771 Phase 2
0.6582 Remote Similarity NPD3558 Approved
0.6582 Remote Similarity NPD3556 Approved
0.6582 Remote Similarity NPD3560 Approved
0.6582 Remote Similarity NPD3557 Approved
0.6582 Remote Similarity NPD3559 Clinical (unspecified phase)
0.6564 Remote Similarity NPD8019 Approved
0.656 Remote Similarity NPD6296 Discontinued
0.656 Remote Similarity NPD7263 Phase 2
0.6542 Remote Similarity NPD6874 Approved
0.653 Remote Similarity NPD7585 Approved
0.6526 Remote Similarity NPD5651 Approved
0.6526 Remote Similarity NPD5652 Approved
0.6526 Remote Similarity NPD4979 Clinical (unspecified phase)
0.6526 Remote Similarity NPD5650 Approved
0.6524 Remote Similarity NPD6656 Clinical (unspecified phase)
0.6524 Remote Similarity NPD7978 Discontinued
0.6524 Remote Similarity NPD7283 Approved
0.6522 Remote Similarity NPD6045 Phase 3
0.652 Remote Similarity NPD5190 Phase 2
0.6515 Remote Similarity NPD3453 Discontinued
0.6515 Remote Similarity NPD8070 Approved
0.6513 Remote Similarity NPD2789 Approved
0.6508 Remote Similarity NPD3400 Discontinued
0.6495 Remote Similarity NPD5811 Approved
0.649 Remote Similarity NPD3154 Approved
0.649 Remote Similarity NPD6339 Approved
0.649 Remote Similarity NPD3153 Approved
0.649 Remote Similarity NPD6340 Approved
0.6489 Remote Similarity NPD7292 Approved
0.6488 Remote Similarity NPD5445 Approved
0.6484 Remote Similarity NPD3136 Phase 2
0.6484 Remote Similarity NPD7583 Approved
0.648 Remote Similarity NPD7495 Discontinued
0.6477 Remote Similarity NPD3329 Clinical (unspecified phase)
0.6471 Remote Similarity NPD42 Phase 2
0.6471 Remote Similarity NPD6042 Phase 2
0.6471 Remote Similarity NPD4603 Phase 2
0.6465 Remote Similarity NPD5608 Approved
0.6465 Remote Similarity NPD5609 Approved
0.645 Remote Similarity NPD4666 Phase 3
0.6449 Remote Similarity NPD6034 Phase 2
0.6449 Remote Similarity NPD7282 Approved
0.6447 Remote Similarity NPD4335 Clinical (unspecified phase)
0.6443 Remote Similarity NPD4003 Phase 3
0.6438 Remote Similarity NPD3003 Approved
0.6436 Remote Similarity NPD4150 Clinical (unspecified phase)
0.6436 Remote Similarity NPD4083 Discontinued
0.6429 Remote Similarity NPD5903 Approved
0.6429 Remote Similarity NPD5902 Approved
0.6429 Remote Similarity NPD6677 Suspended
0.6425 Remote Similarity NPD1381 Clinical (unspecified phase)
0.6421 Remote Similarity NPD7066 Clinical (unspecified phase)
0.6418 Remote Similarity NPD4986 Clinical (unspecified phase)
0.6416 Remote Similarity NPD8109 Clinical (unspecified phase)
0.6414 Remote Similarity NPD5599 Discontinued
0.6411 Remote Similarity NPD6967 Phase 2
0.641 Remote Similarity NPD6723 Discontinued
0.64 Remote Similarity NPD5709 Phase 3
0.64 Remote Similarity NPD8149 Discontinued
0.6393 Remote Similarity NPD1294 Discontinued
0.6393 Remote Similarity NPD7891 Discontinued
0.639 Remote Similarity NPD8006 Clinical (unspecified phase)
0.6389 Remote Similarity NPD7565 Approved
0.6389 Remote Similarity NPD5547 Clinical (unspecified phase)
0.6385 Remote Similarity NPD7262 Phase 1
0.6385 Remote Similarity NPD5984 Phase 2
0.638 Remote Similarity NPD2916 Discontinued
0.6379 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6378 Remote Similarity NPD6346 Approved
0.6377 Remote Similarity NPD5039 Approved
0.6373 Remote Similarity NPD6316 Clinical (unspecified phase)
0.6373 Remote Similarity NPD5602 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6807 Phase 3
0.6359 Remote Similarity NPD4956 Approved
0.6355 Remote Similarity NPD4523 Approved
0.6351 Remote Similarity NPD5558 Clinical (unspecified phase)
0.6348 Remote Similarity NPD7542 Phase 3
0.6343 Remote Similarity NPD7889 Clinical (unspecified phase)
0.634 Remote Similarity NPD7558 Phase 2
0.634 Remote Similarity NPD8489 Phase 1
0.6336 Remote Similarity NPD4086 Phase 1
0.6332 Remote Similarity NPD6063 Approved
0.6325 Remote Similarity NPD8067 Phase 3
0.6324 Remote Similarity NPD2246 Approved
0.6324 Remote Similarity NPD2248 Approved
0.6316 Remote Similarity NPD5035 Approved
0.6316 Remote Similarity NPD8461 Discontinued
0.6316 Remote Similarity NPD5895 Clinical (unspecified phase)
0.6313 Remote Similarity NPD2177 Approved
0.6313 Remote Similarity NPD2175 Phase 3
0.6313 Remote Similarity NPD2176 Approved
0.6311 Remote Similarity NPD3965 Phase 1
0.6311 Remote Similarity NPD3793 Phase 3
0.6305 Remote Similarity NPD7608 Discontinued
0.6305 Remote Similarity NPD4606 Clinical (unspecified phase)
0.6303 Remote Similarity NPD3119 Phase 1
0.6303 Remote Similarity NPD6793 Clinical (unspecified phase)
0.6303 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6303 Remote Similarity NPD5037 Approved
0.6303 Remote Similarity NPD3120 Approved
0.6303 Remote Similarity NPD5038 Approved
0.6302 Remote Similarity NPD8131 Suspended
0.6302 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6302 Remote Similarity NPD2887 Clinical (unspecified phase)
0.6301 Remote Similarity NPD8163 Clinical (unspecified phase)
0.6301 Remote Similarity NPD8162 Phase 2
0.63 Remote Similarity NPD3949 Clinical (unspecified phase)
0.6296 Remote Similarity NPD6527 Approved
0.6296 Remote Similarity NPD2941 Discontinued
0.6296 Remote Similarity NPD6284 Clinical (unspecified phase)
0.6295 Remote Similarity NPD5939 Approved
0.6295 Remote Similarity NPD5936 Approved
0.6294 Remote Similarity NPD3296 Phase 1
0.6293 Remote Similarity NPD5033 Approved
0.6293 Remote Similarity NPD5466 Approved
0.629 Remote Similarity NPD7174 Clinical (unspecified phase)
0.629 Remote Similarity NPD7956 Approved
0.629 Remote Similarity NPD7955 Approved
0.6289 Remote Similarity NPD3536 Discontinued
0.6287 Remote Similarity NPD3587 Clinical (unspecified phase)
0.6286 Remote Similarity NPD6557 Phase 2
0.6286 Remote Similarity NPD6851 Approved
0.6286 Remote Similarity NPD6853 Approved
0.6286 Remote Similarity NPD6237 Clinical (unspecified phase)
0.6281 Remote Similarity NPD7599 Phase 2
0.6279 Remote Similarity NPD6871 Clinical (unspecified phase)
0.6277 Remote Similarity NPD6852 Discontinued
0.6274 Remote Similarity NPD1339 Discontinued
0.6274 Remote Similarity NPD7906 Approved
0.6273 Remote Similarity NPD6289 Clinical (unspecified phase)
0.6273 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6272 Remote Similarity NPD5632 Approved
0.6269 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6269 Remote Similarity NPD7554 Discontinued
0.6268 Remote Similarity NPD4012 Approved
0.6268 Remote Similarity NPD5032 Approved
0.6267 Remote Similarity NPD5856 Discontinued
0.6263 Remote Similarity NPD2469 Approved
0.6263 Remote Similarity NPD6913 Approved
0.6263 Remote Similarity NPD2468 Approved
0.6263 Remote Similarity NPD6809 Clinical (unspecified phase)

  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