Structure

Physi-Chem Properties

Molecular Weight:  782.35
Volume:  833.74
LogP:  6.932
LogD:  4.757
LogS:  -6.008
# Rotatable Bonds:  14
TPSA:  122.27
# H-Bond Aceptor:  9
# H-Bond Donor:  0
# Rings:  6
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.086
Synthetic Accessibility Score:  5.679
Fsp3:  0.327
Lipinski Rule-of-5:  Rejected
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:  -5.034
MDCK Permeability:  1.2698059435933828e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.097
Human Intestinal Absorption (HIA):  0.032
20% Bioavailability (F20%):  0.23
30% Bioavailability (F30%):  0.885

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.012
Plasma Protein Binding (PPB):  98.92794799804688%
Volume Distribution (VD):  1.375
Pgp-substrate:  3.8627142906188965%

ADMET: Metabolism

CYP1A2-inhibitor:  0.172
CYP1A2-substrate:  0.025
CYP2C19-inhibitor:  0.854
CYP2C19-substrate:  0.051
CYP2C9-inhibitor:  0.915
CYP2C9-substrate:  0.563
CYP2D6-inhibitor:  0.314
CYP2D6-substrate:  0.089
CYP3A4-inhibitor:  0.916
CYP3A4-substrate:  0.275

ADMET: Excretion

Clearance (CL):  3.057
Half-life (T1/2):  0.003

ADMET: Toxicity

hERG Blockers:  0.025
Human Hepatotoxicity (H-HT):  0.289
Drug-inuced Liver Injury (DILI):  0.974
AMES Toxicity:  0.068
Rat Oral Acute Toxicity:  0.962
Maximum Recommended Daily Dose:  0.901
Skin Sensitization:  0.94
Carcinogencity:  0.096
Eye Corrosion:  0.007
Eye Irritation:  0.145
Respiratory Toxicity:  0.914

Download Data

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

  Natural Product: NPC472361

Natural Product ID:  NPC472361
Common Name*:   PCZGAGIIBAOCAI-UUGOILRDSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  PCZGAGIIBAOCAI-UUGOILRDSA-N
Standard InCHI:  InChI=1S/C49H50O9/c1-31-38(51)30-37-45(55-33(3)50)44-32(2)39(56-40(52)25-22-34-16-10-7-11-17-34)28-29-49(44,6)47(58-42(54)27-24-36-20-14-9-15-21-36)46(43(31)48(37,4)5)57-41(53)26-23-35-18-12-8-13-19-35/h7-27,37,39,44-47H,2,28-30H2,1,3-6H3/b25-22+,26-23+,27-24+/t37-,39-,44-,45+,46+,47-,49+/m0/s1
SMILES:  O=C(O[C@H]1CC[C@@]2([C@@H](C1=C)[C@H](OC(=O)C)[C@@H]1CC(=O)C(=C([C@H]([C@@H]2OC(=O)/C=C/c2ccccc2)OC(=O)/C=C/c2ccccc2)C1(C)C)C)C)/C=C/c1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL338319
PubChem CID:   44351436
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0000676] Taxanes 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
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. Japan n.a. PMID[14987066]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[15844936]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[15974623]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. Japan n.a. PMID[15974623]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24820 Taxus cuspidata Species Taxaceae 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
NPT2 Others Unspecified Control = 181.0 % PMID[523106]
NPT2 Others Unspecified Control = 273.0 % PMID[523106]
NPT2 Others Unspecified Activity = 28.0 % PMID[523107]

☑ 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 NPC472361 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
0.984 High Similarity NPC472437
0.9462 High Similarity NPC472371
0.9462 High Similarity NPC472395
0.9431 High Similarity NPC469742
0.936 High Similarity NPC473423
0.9297 High Similarity NPC475493
0.9286 High Similarity NPC195224
0.9213 High Similarity NPC225103
0.9141 High Similarity NPC473443
0.9141 High Similarity NPC472388
0.9113 High Similarity NPC473749
0.907 High Similarity NPC472418
0.9 High Similarity NPC209851
0.9 High Similarity NPC472394
0.8855 High Similarity NPC471880
0.8855 High Similarity NPC80599
0.8815 High Similarity NPC475400
0.879 High Similarity NPC89324
0.873 High Similarity NPC300827
0.873 High Similarity NPC473439
0.8667 High Similarity NPC184109
0.8594 High Similarity NPC12016
0.8582 High Similarity NPC471911
0.8582 High Similarity NPC4242
0.8527 High Similarity NPC472373
0.8489 Intermediate Similarity NPC177340
0.8489 Intermediate Similarity NPC191082
0.8489 Intermediate Similarity NPC139067
0.8489 Intermediate Similarity NPC270498
0.8489 Intermediate Similarity NPC147217
0.8489 Intermediate Similarity NPC246480
0.8489 Intermediate Similarity NPC473673
0.8489 Intermediate Similarity NPC475429
0.8473 Intermediate Similarity NPC190849
0.8473 Intermediate Similarity NPC171007
0.8462 Intermediate Similarity NPC471758
0.8456 Intermediate Similarity NPC472372
0.8456 Intermediate Similarity NPC472374
0.8429 Intermediate Similarity NPC51314
0.8429 Intermediate Similarity NPC67777
0.8406 Intermediate Similarity NPC473109
0.8406 Intermediate Similarity NPC473613
0.8406 Intermediate Similarity NPC211137
0.8406 Intermediate Similarity NPC4341
0.8406 Intermediate Similarity NPC473081
0.8406 Intermediate Similarity NPC200592
0.8406 Intermediate Similarity NPC476094
0.8406 Intermediate Similarity NPC48017
0.8406 Intermediate Similarity NPC43241
0.8406 Intermediate Similarity NPC473758
0.8406 Intermediate Similarity NPC473060
0.8406 Intermediate Similarity NPC473112
0.8406 Intermediate Similarity NPC473085
0.8406 Intermediate Similarity NPC184747
0.8406 Intermediate Similarity NPC147880
0.8397 Intermediate Similarity NPC473082
0.8397 Intermediate Similarity NPC473110
0.8397 Intermediate Similarity NPC473111
0.8397 Intermediate Similarity NPC45821
0.8333 Intermediate Similarity NPC210591
0.8333 Intermediate Similarity NPC475652
0.8333 Intermediate Similarity NPC214550
0.8321 Intermediate Similarity NPC473083
0.8321 Intermediate Similarity NPC114927
0.831 Intermediate Similarity NPC474935
0.8298 Intermediate Similarity NPC111466
0.8298 Intermediate Similarity NPC80895
0.8298 Intermediate Similarity NPC470231
0.8298 Intermediate Similarity NPC471912
0.8273 Intermediate Similarity NPC473440
0.8261 Intermediate Similarity NPC283375
0.8261 Intermediate Similarity NPC183122
0.8258 Intermediate Similarity NPC470818
0.8252 Intermediate Similarity NPC281717
0.8239 Intermediate Similarity NPC301946
0.8239 Intermediate Similarity NPC40085
0.8239 Intermediate Similarity NPC264270
0.8239 Intermediate Similarity NPC277053
0.8209 Intermediate Similarity NPC93632
0.8194 Intermediate Similarity NPC92293
0.8194 Intermediate Similarity NPC301556
0.8194 Intermediate Similarity NPC270590
0.8194 Intermediate Similarity NPC266265
0.8194 Intermediate Similarity NPC471101
0.8169 Intermediate Similarity NPC163719
0.8169 Intermediate Similarity NPC188865
0.8169 Intermediate Similarity NPC472569
0.8169 Intermediate Similarity NPC25768
0.8169 Intermediate Similarity NPC57628
0.8169 Intermediate Similarity NPC70716
0.8169 Intermediate Similarity NPC95810
0.8169 Intermediate Similarity NPC125106
0.8169 Intermediate Similarity NPC472573
0.8169 Intermediate Similarity NPC11685
0.8169 Intermediate Similarity NPC476974
0.8169 Intermediate Similarity NPC95265
0.8169 Intermediate Similarity NPC472570
0.8156 Intermediate Similarity NPC475135
0.8156 Intermediate Similarity NPC34012
0.8148 Intermediate Similarity NPC475138
0.8143 Intermediate Similarity NPC477904
0.8143 Intermediate Similarity NPC183270
0.8138 Intermediate Similarity NPC254558
0.8129 Intermediate Similarity NPC475373
0.8116 Intermediate Similarity NPC66761
0.8116 Intermediate Similarity NPC472577
0.8116 Intermediate Similarity NPC17877
0.8116 Intermediate Similarity NPC291638
0.8116 Intermediate Similarity NPC195647
0.8112 Intermediate Similarity NPC177940
0.8112 Intermediate Similarity NPC473088
0.8112 Intermediate Similarity NPC472556
0.8112 Intermediate Similarity NPC29704
0.8112 Intermediate Similarity NPC472575
0.8112 Intermediate Similarity NPC472568
0.8112 Intermediate Similarity NPC471104
0.8112 Intermediate Similarity NPC470157
0.8112 Intermediate Similarity NPC472572
0.8112 Intermediate Similarity NPC200471
0.8112 Intermediate Similarity NPC470159
0.8112 Intermediate Similarity NPC70403
0.8112 Intermediate Similarity NPC184817
0.8112 Intermediate Similarity NPC473541
0.8112 Intermediate Similarity NPC158663
0.8112 Intermediate Similarity NPC174982
0.8112 Intermediate Similarity NPC96903
0.8112 Intermediate Similarity NPC476973
0.8112 Intermediate Similarity NPC472571
0.8112 Intermediate Similarity NPC469349
0.8112 Intermediate Similarity NPC171525
0.811 Intermediate Similarity NPC476476
0.8108 Intermediate Similarity NPC217091
0.8099 Intermediate Similarity NPC477468
0.8099 Intermediate Similarity NPC163087
0.8095 Intermediate Similarity NPC256142
0.8095 Intermediate Similarity NPC304876
0.8095 Intermediate Similarity NPC472030
0.8095 Intermediate Similarity NPC249471
0.8095 Intermediate Similarity NPC473414
0.8095 Intermediate Similarity NPC472022
0.8095 Intermediate Similarity NPC257213
0.8095 Intermediate Similarity NPC1173
0.8095 Intermediate Similarity NPC158333
0.8095 Intermediate Similarity NPC242262
0.8095 Intermediate Similarity NPC265395
0.8095 Intermediate Similarity NPC472005
0.8095 Intermediate Similarity NPC77719
0.8095 Intermediate Similarity NPC237549
0.8092 Intermediate Similarity NPC70973
0.8085 Intermediate Similarity NPC224491
0.8054 Intermediate Similarity NPC472393
0.8043 Intermediate Similarity NPC474608
0.8043 Intermediate Similarity NPC48929
0.8042 Intermediate Similarity NPC475122
0.8042 Intermediate Similarity NPC475759
0.8042 Intermediate Similarity NPC470152
0.8042 Intermediate Similarity NPC241951
0.8041 Intermediate Similarity NPC114410
0.8041 Intermediate Similarity NPC112523
0.8041 Intermediate Similarity NPC228204
0.8041 Intermediate Similarity NPC26033
0.8028 Intermediate Similarity NPC63737
0.8028 Intermediate Similarity NPC475513
0.8028 Intermediate Similarity NPC473755
0.8027 Intermediate Similarity NPC477905
0.8027 Intermediate Similarity NPC472548
0.8015 Intermediate Similarity NPC37641
0.8015 Intermediate Similarity NPC147561
0.8015 Intermediate Similarity NPC311175
0.8014 Intermediate Similarity NPC470245
0.8014 Intermediate Similarity NPC7095
0.8014 Intermediate Similarity NPC473214
0.8014 Intermediate Similarity NPC112216
0.8 Intermediate Similarity NPC471102
0.8 Intermediate Similarity NPC217918
0.7986 Intermediate Similarity NPC473216
0.7986 Intermediate Similarity NPC477893
0.7986 Intermediate Similarity NPC473399
0.7984 Intermediate Similarity NPC84129
0.7984 Intermediate Similarity NPC152812
0.7959 Intermediate Similarity NPC329657
0.7958 Intermediate Similarity NPC16912
0.7945 Intermediate Similarity NPC250046
0.7945 Intermediate Similarity NPC60509
0.7945 Intermediate Similarity NPC81698
0.7945 Intermediate Similarity NPC473215
0.7945 Intermediate Similarity NPC476975
0.7933 Intermediate Similarity NPC469771
0.7931 Intermediate Similarity NPC473602
0.7926 Intermediate Similarity NPC473220
0.7926 Intermediate Similarity NPC470753
0.7919 Intermediate Similarity NPC282239
0.7919 Intermediate Similarity NPC472549
0.7917 Intermediate Similarity NPC38696
0.7914 Intermediate Similarity NPC203486
0.7914 Intermediate Similarity NPC329913
0.7907 Intermediate Similarity NPC470820
0.7905 Intermediate Similarity NPC327962
0.7891 Intermediate Similarity NPC161239
0.7891 Intermediate Similarity NPC91730

  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 NPC472361 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
0.7734 Intermediate Similarity NPD6858 Approved
0.7734 Intermediate Similarity NPD7094 Approved
0.7603 Intermediate Similarity NPD8166 Discontinued
0.7394 Intermediate Similarity NPD7961 Discontinued
0.7339 Intermediate Similarity NPD7798 Approved
0.7267 Intermediate Similarity NPD7236 Approved
0.7254 Intermediate Similarity NPD7008 Discontinued
0.7254 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7239 Suspended
0.7103 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD2067 Discontinued
0.7081 Intermediate Similarity NPD8127 Discontinued
0.7073 Intermediate Similarity NPD7799 Discontinued
0.7069 Intermediate Similarity NPD8485 Approved
0.703 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD8361 Approved
0.7018 Intermediate Similarity NPD8435 Approved
0.7018 Intermediate Similarity NPD8360 Approved
0.7006 Intermediate Similarity NPD8368 Discontinued
0.6977 Remote Similarity NPD5909 Discontinued
0.6963 Remote Similarity NPD2629 Approved
0.6949 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6933 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6917 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6912 Remote Similarity NPD4198 Discontinued
0.6906 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6901 Remote Similarity NPD8434 Phase 2
0.6894 Remote Similarity NPD2182 Approved
0.6882 Remote Similarity NPD8407 Phase 2
0.6879 Remote Similarity NPD7458 Discontinued
0.6838 Remote Similarity NPD5951 Approved
0.6824 Remote Similarity NPD8312 Approved
0.6824 Remote Similarity NPD8313 Approved
0.6821 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6812 Remote Similarity NPD7610 Discontinued
0.6809 Remote Similarity NPD6287 Discontinued
0.6803 Remote Similarity NPD7713 Phase 3
0.6803 Remote Similarity NPD8032 Phase 2
0.68 Remote Similarity NPD7901 Clinical (unspecified phase)
0.68 Remote Similarity NPD7900 Approved
0.6797 Remote Similarity NPD7003 Approved
0.6797 Remote Similarity NPD4628 Phase 3
0.6795 Remote Similarity NPD6273 Approved
0.6769 Remote Similarity NPD6647 Phase 2
0.6761 Remote Similarity NPD6637 Approved
0.6735 Remote Similarity NPD3764 Approved
0.6728 Remote Similarity NPD7057 Phase 3
0.6728 Remote Similarity NPD7058 Phase 2
0.6712 Remote Similarity NPD7055 Discontinued
0.6708 Remote Similarity NPD8455 Phase 2
0.6705 Remote Similarity NPD8150 Discontinued
0.6693 Remote Similarity NPD1989 Approved
0.6689 Remote Similarity NPD7305 Phase 1
0.6689 Remote Similarity NPD6663 Approved
0.6667 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2066 Phase 3
0.6667 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6647 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6645 Remote Similarity NPD6190 Approved
0.6645 Remote Similarity NPD2438 Suspended
0.6644 Remote Similarity NPD5736 Approved
0.6643 Remote Similarity NPD7741 Discontinued
0.6642 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6642 Remote Similarity NPD6010 Discontinued
0.6641 Remote Similarity NPD7902 Approved
0.6641 Remote Similarity NPD1930 Approved
0.6641 Remote Similarity NPD1929 Approved
0.6641 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6623 Remote Similarity NPD7097 Phase 1
0.6591 Remote Similarity NPD164 Approved
0.6577 Remote Similarity NPD7714 Approved
0.6577 Remote Similarity NPD7715 Approved
0.6575 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6065 Approved
0.6554 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6549 Remote Similarity NPD5126 Approved
0.6549 Remote Similarity NPD5125 Phase 3
0.6547 Remote Similarity NPD3317 Approved
0.6543 Remote Similarity NPD37 Approved
0.6541 Remote Similarity NPD5048 Discontinued
0.6538 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6538 Remote Similarity NPD1238 Approved
0.6535 Remote Similarity NPD7748 Approved
0.6533 Remote Similarity NPD2979 Phase 3
0.6531 Remote Similarity NPD7084 Phase 3
0.6524 Remote Similarity NPD4967 Phase 2
0.6524 Remote Similarity NPD4965 Approved
0.6524 Remote Similarity NPD4966 Approved
0.6522 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6519 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6516 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6512 Remote Similarity NPD3495 Discontinued
0.6509 Remote Similarity NPD7473 Discontinued
0.6503 Remote Similarity NPD7819 Suspended
0.6496 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6494 Remote Similarity NPD7266 Discontinued
0.6493 Remote Similarity NPD6685 Approved
0.6479 Remote Similarity NPD3025 Approved
0.6479 Remote Similarity NPD3024 Approved
0.6474 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6471 Remote Similarity NPD3748 Approved
0.6471 Remote Similarity NPD7228 Approved
0.6462 Remote Similarity NPD5926 Approved
0.646 Remote Similarity NPD3226 Approved
0.6446 Remote Similarity NPD6234 Discontinued
0.6439 Remote Similarity NPD1932 Approved
0.6438 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6433 Remote Similarity NPD5844 Phase 1
0.6429 Remote Similarity NPD5405 Approved
0.6429 Remote Similarity NPD3673 Approved
0.6429 Remote Similarity NPD3672 Approved
0.6429 Remote Similarity NPD5408 Approved
0.6429 Remote Similarity NPD5404 Approved
0.6429 Remote Similarity NPD5406 Approved
0.6424 Remote Similarity NPD7768 Phase 2
0.6424 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6415 Remote Similarity NPD7422 Clinical (unspecified phase)
0.64 Remote Similarity NPD6798 Discontinued
0.6397 Remote Similarity NPD2329 Discontinued
0.6389 Remote Similarity NPD3026 Approved
0.6389 Remote Similarity NPD3023 Approved
0.6387 Remote Similarity NPD2346 Discontinued
0.6382 Remote Similarity NPD6355 Discontinued
0.6364 Remote Similarity NPD5585 Approved
0.6364 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6358 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6358 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6358 Remote Similarity NPD6233 Phase 2
0.6358 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6357 Remote Similarity NPD690 Clinical (unspecified phase)
0.6353 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6352 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6347 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6345 Remote Similarity NPD1281 Approved
0.6333 Remote Similarity NPD7095 Approved
0.6331 Remote Similarity NPD6232 Discontinued
0.6328 Remote Similarity NPD7631 Approved
0.6327 Remote Similarity NPD5667 Approved
0.6322 Remote Similarity NPD7240 Approved
0.6319 Remote Similarity NPD3019 Approved
0.6319 Remote Similarity NPD17 Approved
0.6319 Remote Similarity NPD6599 Discontinued
0.6319 Remote Similarity NPD2932 Approved
0.6312 Remote Similarity NPD7115 Discovery
0.631 Remote Similarity NPD5494 Approved
0.6303 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6301 Remote Similarity NPD3972 Approved
0.6294 Remote Similarity NPD7009 Phase 2
0.6287 Remote Similarity NPD7075 Discontinued
0.6282 Remote Similarity NPD2343 Clinical (unspecified phase)
0.628 Remote Similarity NPD7411 Suspended
0.6276 Remote Similarity NPD8328 Phase 3
0.6272 Remote Similarity NPD6959 Discontinued
0.6269 Remote Similarity NPD5765 Approved
0.6266 Remote Similarity NPD4110 Phase 3
0.6266 Remote Similarity NPD3750 Approved
0.6266 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6265 Remote Similarity NPD5402 Approved
0.6259 Remote Similarity NPD6912 Phase 3
0.6258 Remote Similarity NPD2799 Discontinued
0.6257 Remote Similarity NPD8319 Approved
0.6257 Remote Similarity NPD8320 Phase 1
0.625 Remote Similarity NPD7515 Phase 2
0.625 Remote Similarity NPD7609 Phase 3
0.625 Remote Similarity NPD1651 Approved
0.625 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6242 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6242 Remote Similarity NPD6085 Phase 2
0.6233 Remote Similarity NPD7437 Approved
0.6233 Remote Similarity NPD7436 Approved
0.622 Remote Similarity NPD7028 Phase 2
0.622 Remote Similarity NPD4380 Phase 2
0.6218 Remote Similarity NPD2531 Phase 2
0.6216 Remote Similarity NPD1283 Approved
0.6212 Remote Similarity NPD7638 Approved
0.6211 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6211 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6209 Remote Similarity NPD4140 Approved
0.6204 Remote Similarity NPD6686 Approved
0.6202 Remote Similarity NPD1088 Approved
0.6196 Remote Similarity NPD7700 Phase 2
0.6196 Remote Similarity NPD7699 Phase 2
0.619 Remote Similarity NPD4878 Approved
0.619 Remote Similarity NPD1608 Approved
0.619 Remote Similarity NPD1087 Approved
0.6184 Remote Similarity NPD2313 Discontinued
0.6182 Remote Similarity NPD6386 Approved
0.6182 Remote Similarity NPD6677 Suspended
0.6182 Remote Similarity NPD6385 Approved
0.6174 Remote Similarity NPD3266 Approved
0.6174 Remote Similarity NPD1470 Approved
0.6174 Remote Similarity NPD3267 Approved
0.6173 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6165 Remote Similarity NPD7640 Approved
0.6165 Remote Similarity NPD7639 Approved
0.6163 Remote Similarity NPD7997 Clinical (unspecified phase)
0.6162 Remote Similarity NPD8285 Discontinued

  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