Structure

Physi-Chem Properties

Molecular Weight:  770.26
Volume:  739.512
LogP:  2.181
LogD:  1.884
LogS:  -2.334
# Rotatable Bonds:  4
TPSA:  172.28
# H-Bond Aceptor:  14
# H-Bond Donor:  3
# Rings:  10
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.258
Synthetic Accessibility Score:  7.268
Fsp3:  0.475
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  1
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.765
MDCK Permeability:  1.3010444490646478e-05
Pgp-inhibitor:  0.236
Pgp-substrate:  0.993
Human Intestinal Absorption (HIA):  0.545
20% Bioavailability (F20%):  0.974
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.04
Plasma Protein Binding (PPB):  89.95780944824219%
Volume Distribution (VD):  1.415
Pgp-substrate:  3.7816433906555176%

ADMET: Metabolism

CYP1A2-inhibitor:  0.029
CYP1A2-substrate:  0.128
CYP2C19-inhibitor:  0.234
CYP2C19-substrate:  0.22
CYP2C9-inhibitor:  0.552
CYP2C9-substrate:  0.939
CYP2D6-inhibitor:  0.085
CYP2D6-substrate:  0.323
CYP3A4-inhibitor:  0.881
CYP3A4-substrate:  0.951

ADMET: Excretion

Clearance (CL):  3.339
Half-life (T1/2):  0.115

ADMET: Toxicity

hERG Blockers:  0.125
Human Hepatotoxicity (H-HT):  0.301
Drug-inuced Liver Injury (DILI):  0.83
AMES Toxicity:  0.156
Rat Oral Acute Toxicity:  0.502
Maximum Recommended Daily Dose:  0.996
Skin Sensitization:  0.449
Carcinogencity:  0.05
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.878

Download Data

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

  Natural Product: NPC133864

Natural Product ID:  NPC133864
Common Name*:   Ecteinascidin 770
IUPAC Name:   n.a.
Synonyms:   Ecteinascidin 770
Standard InCHIKey:  BGFXHQYUWCGGLL-QWIBJBKUSA-N
Standard InCHI:  InChI=1S/C40H42N4O10S/c1-17-9-21-10-23-24(13-41)44-25-14-51-39(48)40(22-12-27(49-5)26(46)11-20(22)7-8-42-40)15-55-38(32(44)31(43(23)4)28(21)33(47)34(17)50-6)30-29(25)37-36(52-16-53-37)18(2)35(30)54-19(3)45/h9,11-12,23-25,31-32,38,42,46-47H,7-8,10,14-16H2,1-6H3/t23-,24-,25-,31+,32+,38+,40+/m0/s1
SMILES:  Cc1cc2C[C@H]3[C@H](C#N)N4[C@H]5COC(=O)[C@@]6(CS[C@H](c7c5c5c(c(C)c7OC(=O)C)OCO5)[C@H]4[C@@H](c2c(c1OC)O)N3C)c1cc(c(cc1CCN6)O)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL448144
PubChem CID:   10952807
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0004007] Benzazocines

*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
NPO15773 Ecteinascidia thurstoni Species Perophoridae Eukaryota n.a. Thai n.a. PMID[12088444]
NPO15773 Ecteinascidia thurstoni Species Perophoridae 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
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 1.2 nM PMID[548223]
NPT3558 Cell Line QG-56 IC50 = 3.9 nM PMID[548223]
NPT397 Cell Line NCI-H460 Homo sapiens IC50 = 0.64 nM PMID[548223]
NPT579 Cell Line DLD-1 Homo sapiens IC50 = 2.4 nM PMID[548223]
NPT91 Cell Line KB Homo sapiens IC50 = 0.034 nM PMID[548224]
NPT90 Cell Line DU-145 Homo sapiens IC50 = 0.81 nM PMID[548225]
NPT3558 Cell Line QG-56 IC50 = 2.4 nM PMID[548225]
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 0.6 nM PMID[548225]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 2.5 nM PMID[548224]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 130.0 nM PMID[548224]

☑ 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 NPC133864 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
0.9824 High Similarity NPC473786
0.9732 High Similarity NPC131258
0.7788 Intermediate Similarity NPC473660
0.7572 Intermediate Similarity NPC211215
0.749 Intermediate Similarity NPC315914
0.7458 Intermediate Similarity NPC44040
0.7434 Intermediate Similarity NPC24260
0.7426 Intermediate Similarity NPC473746
0.7401 Intermediate Similarity NPC256124
0.7391 Intermediate Similarity NPC475654
0.7389 Intermediate Similarity NPC191132
0.7389 Intermediate Similarity NPC60295
0.7364 Intermediate Similarity NPC475180
0.7362 Intermediate Similarity NPC46990
0.7345 Intermediate Similarity NPC48490
0.7345 Intermediate Similarity NPC82457
0.7345 Intermediate Similarity NPC274661
0.7345 Intermediate Similarity NPC175890
0.7345 Intermediate Similarity NPC281581
0.7345 Intermediate Similarity NPC11296
0.7344 Intermediate Similarity NPC319774
0.7333 Intermediate Similarity NPC82056
0.7266 Intermediate Similarity NPC314743
0.7257 Intermediate Similarity NPC116465
0.7257 Intermediate Similarity NPC212237
0.725 Intermediate Similarity NPC38964
0.7225 Intermediate Similarity NPC22115
0.7225 Intermediate Similarity NPC186546
0.7225 Intermediate Similarity NPC476576
0.7225 Intermediate Similarity NPC275680
0.7193 Intermediate Similarity NPC206900
0.7181 Intermediate Similarity NPC65312
0.7181 Intermediate Similarity NPC139783
0.7181 Intermediate Similarity NPC57036
0.7168 Intermediate Similarity NPC167116
0.7168 Intermediate Similarity NPC254441
0.7168 Intermediate Similarity NPC274716
0.716 Intermediate Similarity NPC316292
0.716 Intermediate Similarity NPC185031
0.7137 Intermediate Similarity NPC302245
0.7137 Intermediate Similarity NPC95426
0.7137 Intermediate Similarity NPC16357
0.7124 Intermediate Similarity NPC217748
0.7124 Intermediate Similarity NPC328155
0.7124 Intermediate Similarity NPC299990
0.7124 Intermediate Similarity NPC271013
0.7124 Intermediate Similarity NPC251735
0.7124 Intermediate Similarity NPC15414
0.7124 Intermediate Similarity NPC290582
0.7124 Intermediate Similarity NPC290005
0.7124 Intermediate Similarity NPC30779
0.7124 Intermediate Similarity NPC42663
0.7124 Intermediate Similarity NPC223690
0.7124 Intermediate Similarity NPC279228
0.7124 Intermediate Similarity NPC239824
0.7124 Intermediate Similarity NPC49075
0.7124 Intermediate Similarity NPC73492
0.7124 Intermediate Similarity NPC90998
0.7124 Intermediate Similarity NPC185639
0.7124 Intermediate Similarity NPC104196
0.7124 Intermediate Similarity NPC8836
0.7124 Intermediate Similarity NPC285931
0.7124 Intermediate Similarity NPC311973
0.7124 Intermediate Similarity NPC182052
0.7124 Intermediate Similarity NPC7715
0.7124 Intermediate Similarity NPC54654
0.7124 Intermediate Similarity NPC222661
0.7124 Intermediate Similarity NPC181796
0.7124 Intermediate Similarity NPC229373
0.7124 Intermediate Similarity NPC258657
0.7114 Intermediate Similarity NPC252156
0.71 Intermediate Similarity NPC30182
0.71 Intermediate Similarity NPC473589
0.71 Intermediate Similarity NPC478092
0.71 Intermediate Similarity NPC478091
0.7095 Intermediate Similarity NPC315253
0.7087 Intermediate Similarity NPC475597
0.7087 Intermediate Similarity NPC473716
0.708 Intermediate Similarity NPC239584
0.708 Intermediate Similarity NPC286119
0.7056 Intermediate Similarity NPC117717
0.7056 Intermediate Similarity NPC478093
0.7043 Intermediate Similarity NPC82763
0.7035 Intermediate Similarity NPC475479
0.7035 Intermediate Similarity NPC243454
0.7018 Intermediate Similarity NPC135772
0.7013 Intermediate Similarity NPC475754
0.7004 Intermediate Similarity NPC476574
0.7004 Intermediate Similarity NPC230276
0.7004 Intermediate Similarity NPC477561
0.7004 Intermediate Similarity NPC257269
0.7004 Intermediate Similarity NPC155442
0.7004 Intermediate Similarity NPC312918
0.7 Intermediate Similarity NPC153365
0.6962 Remote Similarity NPC2173
0.6962 Remote Similarity NPC202771
0.6962 Remote Similarity NPC119818
0.6962 Remote Similarity NPC328700
0.696 Remote Similarity NPC119068
0.696 Remote Similarity NPC40496
0.696 Remote Similarity NPC258695
0.696 Remote Similarity NPC470879
0.6958 Remote Similarity NPC257728
0.6957 Remote Similarity NPC14507
0.6957 Remote Similarity NPC47077
0.6953 Remote Similarity NPC471563
0.6949 Remote Similarity NPC242728
0.6947 Remote Similarity NPC293093
0.6946 Remote Similarity NPC314946
0.693 Remote Similarity NPC474506
0.693 Remote Similarity NPC32413
0.6923 Remote Similarity NPC170101
0.6917 Remote Similarity NPC11708
0.6917 Remote Similarity NPC257266
0.6894 Remote Similarity NPC234318
0.6886 Remote Similarity NPC474507
0.6883 Remote Similarity NPC230098
0.6883 Remote Similarity NPC214116
0.688 Remote Similarity NPC469816
0.688 Remote Similarity NPC469815
0.6864 Remote Similarity NPC50548
0.6858 Remote Similarity NPC232386
0.6858 Remote Similarity NPC41376
0.6858 Remote Similarity NPC152680
0.6858 Remote Similarity NPC190783
0.6858 Remote Similarity NPC2314
0.6858 Remote Similarity NPC129518
0.6858 Remote Similarity NPC251580
0.6858 Remote Similarity NPC12424
0.6844 Remote Similarity NPC109925
0.6842 Remote Similarity NPC114364
0.6842 Remote Similarity NPC320223
0.6842 Remote Similarity NPC23219
0.6835 Remote Similarity NPC267414
0.6833 Remote Similarity NPC477666
0.6828 Remote Similarity NPC199465
0.6828 Remote Similarity NPC229166
0.6828 Remote Similarity NPC128560
0.6826 Remote Similarity NPC116284
0.6822 Remote Similarity NPC204580
0.6822 Remote Similarity NPC144314
0.6816 Remote Similarity NPC24465
0.6814 Remote Similarity NPC198498
0.6814 Remote Similarity NPC276890
0.6814 Remote Similarity NPC10908
0.6814 Remote Similarity NPC227060
0.6814 Remote Similarity NPC317439
0.6814 Remote Similarity NPC63646
0.6814 Remote Similarity NPC115284
0.6814 Remote Similarity NPC76682
0.6814 Remote Similarity NPC108434
0.6814 Remote Similarity NPC317145
0.6814 Remote Similarity NPC475215
0.6812 Remote Similarity NPC32154
0.6805 Remote Similarity NPC80472
0.6802 Remote Similarity NPC321226
0.6802 Remote Similarity NPC328856
0.6802 Remote Similarity NPC180210
0.6802 Remote Similarity NPC478047
0.6802 Remote Similarity NPC478046
0.6802 Remote Similarity NPC314914
0.6798 Remote Similarity NPC112575
0.6798 Remote Similarity NPC476577
0.6798 Remote Similarity NPC173416
0.6798 Remote Similarity NPC148709
0.6797 Remote Similarity NPC302275
0.6797 Remote Similarity NPC156576
0.6793 Remote Similarity NPC14622
0.6793 Remote Similarity NPC73020
0.6793 Remote Similarity NPC70290
0.6793 Remote Similarity NPC46744
0.6793 Remote Similarity NPC215098
0.6793 Remote Similarity NPC124302
0.6793 Remote Similarity NPC83019
0.6792 Remote Similarity NPC254581
0.6786 Remote Similarity NPC13916
0.6786 Remote Similarity NPC264850
0.6781 Remote Similarity NPC29531
0.678 Remote Similarity NPC149962
0.678 Remote Similarity NPC470646
0.678 Remote Similarity NPC125924
0.6778 Remote Similarity NPC64576
0.6778 Remote Similarity NPC151470
0.6778 Remote Similarity NPC254045
0.6778 Remote Similarity NPC201055
0.6778 Remote Similarity NPC316164
0.6774 Remote Similarity NPC316368
0.6774 Remote Similarity NPC284236
0.6769 Remote Similarity NPC329816
0.6765 Remote Similarity NPC123859
0.6761 Remote Similarity NPC478048
0.6754 Remote Similarity NPC477558
0.6753 Remote Similarity NPC248642
0.6753 Remote Similarity NPC476575
0.6744 Remote Similarity NPC3921
0.6741 Remote Similarity NPC284183
0.6741 Remote Similarity NPC4138
0.6741 Remote Similarity NPC232514
0.6741 Remote Similarity NPC121275
0.6741 Remote Similarity NPC238530

  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 NPC133864 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
0.9732 High Similarity NPD8152 Approved
0.9732 High Similarity NPD8153 Approved
0.7415 Intermediate Similarity NPD7827 Phase 1
0.7348 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD7783 Phase 2
0.7172 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7667 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD8053 Approved
0.7124 Intermediate Similarity NPD8054 Approved
0.7056 Intermediate Similarity NPD7224 Discontinued
0.7056 Intermediate Similarity NPD7223 Discontinued
0.7048 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.6974 Remote Similarity NPD6853 Approved
0.6974 Remote Similarity NPD6851 Approved
0.6962 Remote Similarity NPD5005 Approved
0.6962 Remote Similarity NPD5006 Approved
0.696 Remote Similarity NPD8453 Clinical (unspecified phase)
0.6958 Remote Similarity NPD7585 Approved
0.6917 Remote Similarity NPD7583 Approved
0.6858 Remote Similarity NPD8156 Discontinued
0.6824 Remote Similarity NPD6625 Approved
0.6824 Remote Similarity NPD6723 Discontinued
0.6818 Remote Similarity NPD7701 Phase 2
0.6814 Remote Similarity NPD8099 Discontinued
0.6814 Remote Similarity NPD8252 Approved
0.6814 Remote Similarity NPD8251 Approved
0.681 Remote Similarity NPD7906 Approved
0.6798 Remote Similarity NPD6297 Approved
0.6793 Remote Similarity NPD4420 Approved
0.6778 Remote Similarity NPD2493 Approved
0.6778 Remote Similarity NPD3452 Approved
0.6778 Remote Similarity NPD3450 Approved
0.6778 Remote Similarity NPD2494 Approved
0.6747 Remote Similarity NPD8318 Clinical (unspecified phase)
0.6708 Remote Similarity NPD6973 Clinical (unspecified phase)
0.6696 Remote Similarity NPD5677 Discontinued
0.6694 Remote Similarity NPD4583 Approved
0.6694 Remote Similarity NPD4040 Phase 1
0.6694 Remote Similarity NPD4582 Approved
0.6693 Remote Similarity NPD8059 Phase 3
0.6693 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6107 Approved
0.6667 Remote Similarity NPD7999 Approved
0.6667 Remote Similarity NPD6997 Phase 2
0.6653 Remote Similarity NPD4004 Approved
0.6653 Remote Similarity NPD4002 Approved
0.6653 Remote Similarity NPD7696 Phase 3
0.6653 Remote Similarity NPD7930 Approved
0.6653 Remote Similarity NPD7680 Approved
0.6653 Remote Similarity NPD7698 Approved
0.6653 Remote Similarity NPD7697 Approved
0.6639 Remote Similarity NPD7584 Approved
0.6628 Remote Similarity NPD7942 Clinical (unspecified phase)
0.6626 Remote Similarity NPD7871 Phase 2
0.6626 Remote Similarity NPD7870 Phase 2
0.6623 Remote Similarity NPD7039 Approved
0.6623 Remote Similarity NPD7038 Approved
0.6611 Remote Similarity NPD2974 Approved
0.6611 Remote Similarity NPD2975 Approved
0.6611 Remote Similarity NPD2973 Approved
0.6598 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6585 Remote Similarity NPD8151 Discontinued
0.6561 Remote Similarity NPD7907 Approved
0.6557 Remote Similarity NPD8320 Phase 1
0.6557 Remote Similarity NPD8319 Approved
0.654 Remote Similarity NPD2488 Approved
0.654 Remote Similarity NPD2490 Approved
0.6532 Remote Similarity NPD7801 Approved
0.6531 Remote Similarity NPD8461 Discontinued
0.6529 Remote Similarity NPD6776 Approved
0.6529 Remote Similarity NPD6777 Approved
0.6529 Remote Similarity NPD6778 Approved
0.6529 Remote Similarity NPD4580 Approved
0.6529 Remote Similarity NPD6779 Approved
0.6529 Remote Similarity NPD6780 Approved
0.6529 Remote Similarity NPD6782 Approved
0.6529 Remote Similarity NPD6781 Approved
0.6522 Remote Similarity NPD7228 Approved
0.651 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6498 Remote Similarity NPD7235 Clinical (unspecified phase)
0.6496 Remote Similarity NPD7280 Phase 3
0.6496 Remote Similarity NPD7281 Phase 3
0.6494 Remote Similarity NPD7047 Phase 3
0.6489 Remote Similarity NPD7048 Phase 3
0.6483 Remote Similarity NPD4663 Approved
0.6475 Remote Similarity NPD6823 Phase 2
0.6453 Remote Similarity NPD7549 Discontinued
0.645 Remote Similarity NPD6620 Discovery
0.6446 Remote Similarity NPD7699 Phase 2
0.6446 Remote Similarity NPD7700 Phase 2
0.6441 Remote Similarity NPD5087 Clinical (unspecified phase)
0.6434 Remote Similarity NPD8469 Approved
0.6429 Remote Similarity NPD7298 Approved
0.6426 Remote Similarity NPD4577 Approved
0.6426 Remote Similarity NPD4578 Approved
0.6422 Remote Similarity NPD5844 Phase 1
0.6416 Remote Similarity NPD4581 Clinical (unspecified phase)
0.6405 Remote Similarity NPD6621 Clinical (unspecified phase)
0.6391 Remote Similarity NPD5242 Approved
0.6387 Remote Similarity NPD6842 Approved
0.6387 Remote Similarity NPD6841 Approved
0.6387 Remote Similarity NPD6843 Phase 3
0.6382 Remote Similarity NPD7435 Discontinued
0.6374 Remote Similarity NPD7922 Phase 1
0.636 Remote Similarity NPD7875 Clinical (unspecified phase)
0.636 Remote Similarity NPD7874 Approved
0.636 Remote Similarity NPD6234 Discontinued
0.6356 Remote Similarity NPD7310 Approved
0.6356 Remote Similarity NPD7311 Approved
0.6356 Remote Similarity NPD7313 Approved
0.6356 Remote Similarity NPD7312 Approved
0.6352 Remote Similarity NPD8285 Discontinued
0.6339 Remote Similarity NPD5980 Discovery
0.6337 Remote Similarity NPD8492 Approved
0.6335 Remote Similarity NPD5676 Approved
0.6332 Remote Similarity NPD4666 Phase 3
0.6332 Remote Similarity NPD8491 Approved
0.6331 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6329 Remote Similarity NPD7309 Approved
0.6327 Remote Similarity NPD6818 Clinical (unspecified phase)
0.6327 Remote Similarity NPD2977 Approved
0.6327 Remote Similarity NPD5457 Discontinued
0.6327 Remote Similarity NPD2978 Approved
0.6322 Remote Similarity NPD6534 Approved
0.6322 Remote Similarity NPD6535 Approved
0.6314 Remote Similarity NPD7132 Clinical (unspecified phase)
0.6314 Remote Similarity NPD4419 Clinical (unspecified phase)
0.631 Remote Similarity NPD8367 Approved
0.6307 Remote Similarity NPD7296 Approved
0.6304 Remote Similarity NPD8366 Approved
0.6304 Remote Similarity NPD7199 Phase 2
0.6304 Remote Similarity NPD7708 Approved
0.6304 Remote Similarity NPD7802 Discontinued
0.6293 Remote Similarity NPD4481 Phase 3
0.6289 Remote Similarity NPD4665 Approved
0.6289 Remote Similarity NPD4111 Phase 1
0.6288 Remote Similarity NPD5709 Phase 3
0.6287 Remote Similarity NPD2971 Approved
0.6287 Remote Similarity NPD2968 Approved
0.6286 Remote Similarity NPD7811 Phase 3
0.6286 Remote Similarity NPD8095 Phase 1
0.6286 Remote Similarity NPD7810 Phase 3
0.6282 Remote Similarity NPD6042 Phase 2
0.6282 Remote Similarity NPD42 Phase 2
0.6281 Remote Similarity NPD6213 Phase 3
0.6281 Remote Similarity NPD6212 Phase 3
0.6281 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6277 Remote Similarity NPD5711 Approved
0.6277 Remote Similarity NPD7229 Phase 3
0.6277 Remote Similarity NPD5710 Approved
0.6272 Remote Similarity NPD6788 Approved
0.6272 Remote Similarity NPD7803 Approved
0.6265 Remote Similarity NPD7607 Clinical (unspecified phase)
0.6255 Remote Similarity NPD7074 Phase 3
0.625 Remote Similarity NPD7184 Clinical (unspecified phase)
0.625 Remote Similarity NPD4435 Approved
0.6245 Remote Similarity NPD7190 Clinical (unspecified phase)
0.6235 Remote Similarity NPD8149 Discontinued
0.6224 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6223 Remote Similarity NPD2489 Approved
0.6223 Remote Similarity NPD27 Approved
0.6223 Remote Similarity NPD7862 Clinical (unspecified phase)
0.6213 Remote Similarity NPD5313 Approved
0.6213 Remote Similarity NPD5312 Approved
0.6211 Remote Similarity NPD37 Approved
0.621 Remote Similarity NPD7590 Clinical (unspecified phase)
0.6209 Remote Similarity NPD7956 Approved
0.6209 Remote Similarity NPD7955 Approved
0.6208 Remote Similarity NPD4434 Approved
0.6207 Remote Similarity NPD3051 Approved
0.6204 Remote Similarity NPD5564 Approved
0.6203 Remote Similarity NPD7240 Approved
0.6201 Remote Similarity NPD4967 Phase 2
0.6201 Remote Similarity NPD4966 Approved
0.6201 Remote Similarity NPD4965 Approved
0.62 Remote Similarity NPD8161 Suspended
0.6198 Remote Similarity NPD3808 Clinical (unspecified phase)
0.6185 Remote Similarity NPD7497 Discontinued
0.618 Remote Similarity NPD2970 Approved
0.618 Remote Similarity NPD2969 Approved
0.617 Remote Similarity NPD5940 Clinical (unspecified phase)
0.6167 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6163 Remote Similarity NPD2899 Discontinued
0.6161 Remote Similarity NPD6090 Discontinued
0.6154 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6148 Remote Similarity NPD8404 Phase 2
0.6144 Remote Similarity NPD7054 Approved
0.614 Remote Similarity NPD3384 Approved
0.614 Remote Similarity NPD3383 Approved
0.614 Remote Similarity NPD3382 Approved
0.6138 Remote Similarity NPD6284 Clinical (unspecified phase)
0.6137 Remote Similarity NPD6071 Discontinued
0.6137 Remote Similarity NPD4166 Phase 2
0.613 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6125 Remote Similarity NPD6618 Phase 2
0.6125 Remote Similarity NPD6556 Clinical (unspecified phase)
0.612 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6119 Remote Similarity NPD4846 Phase 2
0.6118 Remote Similarity NPD7472 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