Structure

Physi-Chem Properties

Molecular Weight:  456.32
Volume:  518.289
LogP:  5.469
LogD:  3.851
LogS:  -4.182
# Rotatable Bonds:  13
TPSA:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.194
Synthetic Accessibility Score:  5.233
Fsp3:  0.586
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.583
MDCK Permeability:  8.330397577083204e-06
Pgp-inhibitor:  0.983
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.128
20% Bioavailability (F20%):  0.008
30% Bioavailability (F30%):  0.024

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.147
Plasma Protein Binding (PPB):  98.7136459350586%
Volume Distribution (VD):  1.859
Pgp-substrate:  2.1115143299102783%

ADMET: Metabolism

CYP1A2-inhibitor:  0.638
CYP1A2-substrate:  0.199
CYP2C19-inhibitor:  0.677
CYP2C19-substrate:  0.647
CYP2C9-inhibitor:  0.88
CYP2C9-substrate:  0.113
CYP2D6-inhibitor:  0.542
CYP2D6-substrate:  0.118
CYP3A4-inhibitor:  0.95
CYP3A4-substrate:  0.548

ADMET: Excretion

Clearance (CL):  6.92
Half-life (T1/2):  0.741

ADMET: Toxicity

hERG Blockers:  0.005
Human Hepatotoxicity (H-HT):  0.981
Drug-inuced Liver Injury (DILI):  0.941
AMES Toxicity:  0.437
Rat Oral Acute Toxicity:  0.138
Maximum Recommended Daily Dose:  0.943
Skin Sensitization:  0.516
Carcinogencity:  0.101
Eye Corrosion:  0.004
Eye Irritation:  0.011
Respiratory Toxicity:  0.907

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

  Natural Product: NPC16488

Natural Product ID:  NPC16488
Common Name*:   Callystatin A
IUPAC Name:   (2R)-2-[(1E,3Z,5R,7E,9E,11R,13S,14R,15S)-3-ethyl-14-hydroxy-5,9,11,13,15-pentamethyl-12-oxoheptadeca-1,3,7,9-tetraenyl]-2,3-dihydropyran-6-one
Synonyms:  
Standard InCHIKey:  QPJTWGLLJWBDQW-KMMMXHTBSA-N
Standard InCHI:  InChI=1S/C29H44O4/c1-8-22(5)28(31)24(7)29(32)23(6)18-20(3)12-10-13-21(4)19-25(9-2)16-17-26-14-11-15-27(30)33-26/h10-12,15-19,21-24,26,28,31H,8-9,13-14H2,1-7H3/b12-10+,17-16+,20-18+,25-19-/t21-,22+,23-,24+,26-,28-/m1/s1
SMILES:  CC[C@H](C)[C@H]([C@H](C)C(=O)[C@H](C)/C=C(C)/C=C/C[C@@H](C)/C=C(/CC)C=C[C@H]1CC=CC(=O)O1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL200899
PubChem CID:   5471086
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0001538] Diterpene lactones

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO13962 Corydalis turtschaninovii Species Papaveraceae Eukaryota n.a. rhizome n.a. PMID[25277281]
NPO13962 Corydalis turtschaninovii Species Papaveraceae Eukaryota n.a. tuber n.a. PMID[25670016]
NPO21845 Calvatia fenzlii Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13962 Corydalis turtschaninovii Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21845 Calvatia fenzlii Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13962 Corydalis turtschaninovii Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18060 Plexaura flava Species Plexauridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21845 Calvatia fenzlii Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16292 Trichosanthes anguina Species Cucurbitaceae 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 = 0.03 nM PMID[489027]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 328.85 nM PMID[489028]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 88.72 nM PMID[489028]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 2666.86 nM PMID[489028]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 16.83 nM PMID[489028]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 1.199 nM PMID[489028]

☑ 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 NPC16488 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
0.9625 High Similarity NPC316426
0.9625 High Similarity NPC315395
0.8481 Intermediate Similarity NPC260396
0.8353 Intermediate Similarity NPC261380
0.8256 Intermediate Similarity NPC261721
0.8242 Intermediate Similarity NPC473291
0.8214 Intermediate Similarity NPC85772
0.8202 Intermediate Similarity NPC32552
0.8182 Intermediate Similarity NPC212598
0.8171 Intermediate Similarity NPC182292
0.8171 Intermediate Similarity NPC315765
0.8132 Intermediate Similarity NPC209355
0.8118 Intermediate Similarity NPC161045
0.8101 Intermediate Similarity NPC316185
0.8077 Intermediate Similarity NPC151481
0.8072 Intermediate Similarity NPC139712
0.8065 Intermediate Similarity NPC161855
0.8049 Intermediate Similarity NPC315394
0.8046 Intermediate Similarity NPC234038
0.8023 Intermediate Similarity NPC31086
0.8 Intermediate Similarity NPC287878
0.7955 Intermediate Similarity NPC86005
0.7952 Intermediate Similarity NPC127526
0.7931 Intermediate Similarity NPC11804
0.7912 Intermediate Similarity NPC476049
0.7901 Intermediate Similarity NPC315843
0.7901 Intermediate Similarity NPC107654
0.7895 Intermediate Similarity NPC469851
0.7889 Intermediate Similarity NPC475879
0.7889 Intermediate Similarity NPC145666
0.7882 Intermediate Similarity NPC8538
0.7882 Intermediate Similarity NPC184208
0.7882 Intermediate Similarity NPC315731
0.7882 Intermediate Similarity NPC112868
0.7848 Intermediate Similarity NPC101622
0.7841 Intermediate Similarity NPC116575
0.7841 Intermediate Similarity NPC469483
0.7841 Intermediate Similarity NPC164393
0.7831 Intermediate Similarity NPC316324
0.7816 Intermediate Similarity NPC196487
0.7816 Intermediate Similarity NPC474865
0.7816 Intermediate Similarity NPC14575
0.7805 Intermediate Similarity NPC68624
0.7805 Intermediate Similarity NPC199445
0.7791 Intermediate Similarity NPC26624
0.7778 Intermediate Similarity NPC106040
0.7778 Intermediate Similarity NPC12815
0.7778 Intermediate Similarity NPC215745
0.7778 Intermediate Similarity NPC51358
0.7778 Intermediate Similarity NPC307092
0.7778 Intermediate Similarity NPC238948
0.7778 Intermediate Similarity NPC115179
0.7778 Intermediate Similarity NPC220155
0.7766 Intermediate Similarity NPC202705
0.7755 Intermediate Similarity NPC469852
0.7753 Intermediate Similarity NPC72513
0.7753 Intermediate Similarity NPC103743
0.7753 Intermediate Similarity NPC313658
0.7753 Intermediate Similarity NPC316138
0.7753 Intermediate Similarity NPC113370
0.7753 Intermediate Similarity NPC199382
0.7753 Intermediate Similarity NPC477959
0.7753 Intermediate Similarity NPC476079
0.775 Intermediate Similarity NPC473361
0.775 Intermediate Similarity NPC318766
0.775 Intermediate Similarity NPC329904
0.775 Intermediate Similarity NPC59558
0.775 Intermediate Similarity NPC4299
0.7742 Intermediate Similarity NPC272050
0.7738 Intermediate Similarity NPC279532
0.7738 Intermediate Similarity NPC192006
0.7738 Intermediate Similarity NPC93763
0.7738 Intermediate Similarity NPC108816
0.7727 Intermediate Similarity NPC470755
0.7717 Intermediate Similarity NPC469645
0.7717 Intermediate Similarity NPC159092
0.7717 Intermediate Similarity NPC469692
0.7717 Intermediate Similarity NPC282644
0.7717 Intermediate Similarity NPC29798
0.7711 Intermediate Similarity NPC16279
0.7711 Intermediate Similarity NPC256640
0.7711 Intermediate Similarity NPC205615
0.7708 Intermediate Similarity NPC244456
0.7708 Intermediate Similarity NPC469657
0.7701 Intermediate Similarity NPC44261
0.7692 Intermediate Similarity NPC316228
0.7692 Intermediate Similarity NPC51486
0.7684 Intermediate Similarity NPC316598
0.7683 Intermediate Similarity NPC474551
0.7677 Intermediate Similarity NPC469853
0.7674 Intermediate Similarity NPC325031
0.7674 Intermediate Similarity NPC474980
0.7674 Intermediate Similarity NPC471325
0.7674 Intermediate Similarity NPC42470
0.7667 Intermediate Similarity NPC476805
0.7667 Intermediate Similarity NPC26078
0.7667 Intermediate Similarity NPC473658
0.7654 Intermediate Similarity NPC293114
0.7654 Intermediate Similarity NPC126061
0.7647 Intermediate Similarity NPC471299
0.7647 Intermediate Similarity NPC264227
0.7647 Intermediate Similarity NPC63649
0.7647 Intermediate Similarity NPC472965
0.764 Intermediate Similarity NPC475461
0.764 Intermediate Similarity NPC186332
0.764 Intermediate Similarity NPC122502
0.764 Intermediate Similarity NPC47220
0.764 Intermediate Similarity NPC305475
0.7634 Intermediate Similarity NPC121825
0.7634 Intermediate Similarity NPC65829
0.7634 Intermediate Similarity NPC53685
0.7619 Intermediate Similarity NPC7563
0.7619 Intermediate Similarity NPC116177
0.7619 Intermediate Similarity NPC320630
0.7614 Intermediate Similarity NPC96259
0.7614 Intermediate Similarity NPC158756
0.7614 Intermediate Similarity NPC141193
0.7614 Intermediate Similarity NPC243618
0.7614 Intermediate Similarity NPC70424
0.7614 Intermediate Similarity NPC9868
0.7609 Intermediate Similarity NPC471324
0.7609 Intermediate Similarity NPC476084
0.7609 Intermediate Similarity NPC261607
0.7609 Intermediate Similarity NPC111114
0.7609 Intermediate Similarity NPC114172
0.7609 Intermediate Similarity NPC476075
0.7609 Intermediate Similarity NPC300312
0.7609 Intermediate Similarity NPC472705
0.7609 Intermediate Similarity NPC206679
0.759 Intermediate Similarity NPC315552
0.759 Intermediate Similarity NPC329852
0.7586 Intermediate Similarity NPC474291
0.7586 Intermediate Similarity NPC471296
0.7582 Intermediate Similarity NPC474844
0.7579 Intermediate Similarity NPC53844
0.7576 Intermediate Similarity NPC271269
0.7561 Intermediate Similarity NPC474543
0.7561 Intermediate Similarity NPC238425
0.7561 Intermediate Similarity NPC472018
0.7556 Intermediate Similarity NPC478144
0.7556 Intermediate Similarity NPC471738
0.7553 Intermediate Similarity NPC300710
0.7549 Intermediate Similarity NPC474315
0.7549 Intermediate Similarity NPC475608
0.7549 Intermediate Similarity NPC21713
0.7532 Intermediate Similarity NPC155849
0.7531 Intermediate Similarity NPC472017
0.7531 Intermediate Similarity NPC469660
0.7529 Intermediate Similarity NPC478122
0.7529 Intermediate Similarity NPC121200
0.7529 Intermediate Similarity NPC209135
0.7529 Intermediate Similarity NPC128276
0.7529 Intermediate Similarity NPC267231
0.7529 Intermediate Similarity NPC474816
0.7528 Intermediate Similarity NPC474369
0.7528 Intermediate Similarity NPC125290
0.7528 Intermediate Similarity NPC255307
0.7528 Intermediate Similarity NPC307112
0.7528 Intermediate Similarity NPC165162
0.7528 Intermediate Similarity NPC474860
0.7528 Intermediate Similarity NPC471300
0.7527 Intermediate Similarity NPC248193
0.7527 Intermediate Similarity NPC109406
0.7527 Intermediate Similarity NPC475302
0.75 Intermediate Similarity NPC40746
0.75 Intermediate Similarity NPC4492
0.75 Intermediate Similarity NPC170377
0.75 Intermediate Similarity NPC475989
0.75 Intermediate Similarity NPC318468
0.75 Intermediate Similarity NPC108368
0.75 Intermediate Similarity NPC57079
0.75 Intermediate Similarity NPC313670
0.75 Intermediate Similarity NPC51391
0.75 Intermediate Similarity NPC474823
0.75 Intermediate Similarity NPC475947
0.75 Intermediate Similarity NPC27205
0.75 Intermediate Similarity NPC91034
0.75 Intermediate Similarity NPC169575
0.75 Intermediate Similarity NPC77337
0.75 Intermediate Similarity NPC141191
0.75 Intermediate Similarity NPC473448
0.75 Intermediate Similarity NPC203277
0.75 Intermediate Similarity NPC469880
0.75 Intermediate Similarity NPC106510
0.75 Intermediate Similarity NPC473455
0.75 Intermediate Similarity NPC470256
0.75 Intermediate Similarity NPC71533
0.7475 Intermediate Similarity NPC309190
0.7474 Intermediate Similarity NPC255410
0.7473 Intermediate Similarity NPC106051
0.7473 Intermediate Similarity NPC475819
0.7473 Intermediate Similarity NPC476803
0.7473 Intermediate Similarity NPC60765
0.7473 Intermediate Similarity NPC260343
0.7471 Intermediate Similarity NPC475481
0.7471 Intermediate Similarity NPC79277
0.747 Intermediate Similarity NPC114727
0.747 Intermediate Similarity NPC227396
0.747 Intermediate Similarity NPC294434
0.747 Intermediate Similarity NPC474758

  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 NPC16488 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
0.7889 Intermediate Similarity NPD5785 Approved
0.7791 Intermediate Similarity NPD5209 Approved
0.7727 Intermediate Similarity NPD5363 Approved
0.7527 Intermediate Similarity NPD5778 Approved
0.7527 Intermediate Similarity NPD5779 Approved
0.75 Intermediate Similarity NPD46 Approved
0.75 Intermediate Similarity NPD7838 Discovery
0.75 Intermediate Similarity NPD6698 Approved
0.7419 Intermediate Similarity NPD7983 Approved
0.7391 Intermediate Similarity NPD6101 Approved
0.7391 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD4270 Approved
0.7386 Intermediate Similarity NPD4269 Approved
0.7368 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD4252 Approved
0.732 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD7154 Phase 3
0.7292 Intermediate Similarity NPD7839 Suspended
0.7273 Intermediate Similarity NPD5369 Approved
0.7253 Intermediate Similarity NPD5786 Approved
0.7234 Intermediate Similarity NPD6411 Approved
0.7234 Intermediate Similarity NPD7637 Suspended
0.7222 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD8039 Approved
0.7159 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD5362 Discontinued
0.7011 Intermediate Similarity NPD4756 Discovery
0.697 Remote Similarity NPD4225 Approved
0.6966 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6914 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6881 Remote Similarity NPD7115 Discovery
0.6875 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5370 Suspended
0.6835 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6813 Remote Similarity NPD6435 Approved
0.6813 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6792 Remote Similarity NPD6371 Approved
0.679 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6778 Remote Similarity NPD4819 Approved
0.6778 Remote Similarity NPD4820 Approved
0.6778 Remote Similarity NPD4821 Approved
0.6778 Remote Similarity NPD4822 Approved
0.6774 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6774 Remote Similarity NPD1694 Approved
0.6747 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6742 Remote Similarity NPD4268 Approved
0.6742 Remote Similarity NPD4271 Approved
0.6739 Remote Similarity NPD5332 Approved
0.6739 Remote Similarity NPD5331 Approved
0.6703 Remote Similarity NPD4790 Discontinued
0.6699 Remote Similarity NPD6647 Phase 2
0.6667 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6634 Remote Similarity NPD7638 Approved
0.6593 Remote Similarity NPD5368 Approved
0.6574 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6569 Remote Similarity NPD7639 Approved
0.6569 Remote Similarity NPD7640 Approved
0.6569 Remote Similarity NPD6648 Approved
0.6505 Remote Similarity NPD5344 Discontinued
0.6458 Remote Similarity NPD4251 Approved
0.6458 Remote Similarity NPD4250 Approved
0.6449 Remote Similarity NPD6686 Approved
0.6429 Remote Similarity NPD7500 Approved
0.6429 Remote Similarity NPD7331 Phase 2
0.64 Remote Similarity NPD5282 Discontinued
0.64 Remote Similarity NPD7748 Approved
0.6379 Remote Similarity NPD7829 Approved
0.6379 Remote Similarity NPD7830 Approved
0.6364 Remote Similarity NPD6053 Discontinued
0.6364 Remote Similarity NPD7515 Phase 2
0.6354 Remote Similarity NPD4249 Approved
0.6348 Remote Similarity NPD8513 Phase 3
0.6341 Remote Similarity NPD4194 Approved
0.6341 Remote Similarity NPD4191 Approved
0.6341 Remote Similarity NPD4192 Approved
0.6341 Remote Similarity NPD4193 Approved
0.63 Remote Similarity NPD6399 Phase 3
0.6273 Remote Similarity NPD8413 Clinical (unspecified phase)
0.625 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6222 Remote Similarity NPD8264 Approved
0.6214 Remote Similarity NPD6083 Phase 2
0.6214 Remote Similarity NPD6084 Phase 2
0.6214 Remote Similarity NPD7902 Approved
0.6211 Remote Similarity NPD6110 Phase 1
0.6207 Remote Similarity NPD8517 Approved
0.6207 Remote Similarity NPD8444 Approved
0.6207 Remote Similarity NPD8516 Approved
0.6207 Remote Similarity NPD8515 Approved
0.619 Remote Similarity NPD3197 Phase 1
0.6186 Remote Similarity NPD5279 Phase 3
0.6186 Remote Similarity NPD6409 Approved
0.6186 Remote Similarity NPD6422 Discontinued
0.6186 Remote Similarity NPD7334 Approved
0.6186 Remote Similarity NPD7146 Approved
0.6186 Remote Similarity NPD6684 Approved
0.6186 Remote Similarity NPD7521 Approved
0.6186 Remote Similarity NPD5330 Approved
0.6162 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6147 Remote Similarity NPD6899 Approved
0.6147 Remote Similarity NPD6881 Approved
0.6121 Remote Similarity NPD7299 Clinical (unspecified phase)
0.6118 Remote Similarity NPD7341 Phase 2
0.6111 Remote Similarity NPD5048 Discontinued
0.6104 Remote Similarity NPD6927 Phase 3
0.6102 Remote Similarity NPD7642 Approved
0.6087 Remote Similarity NPD7641 Discontinued
0.6082 Remote Similarity NPD1696 Phase 3
0.6071 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6064 Remote Similarity NPD4695 Discontinued
0.6061 Remote Similarity NPD6672 Approved
0.6061 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6061 Remote Similarity NPD5737 Approved
0.6061 Remote Similarity NPD6903 Approved
0.6055 Remote Similarity NPD5697 Approved
0.6047 Remote Similarity NPD3704 Approved
0.6047 Remote Similarity NPD6108 Clinical (unspecified phase)
0.604 Remote Similarity NPD5281 Approved
0.604 Remote Similarity NPD6079 Approved
0.604 Remote Similarity NPD5284 Approved
0.6036 Remote Similarity NPD7102 Approved
0.6036 Remote Similarity NPD7290 Approved
0.6036 Remote Similarity NPD6883 Approved
0.6022 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6022 Remote Similarity NPD3732 Approved
0.6019 Remote Similarity NPD5695 Phase 3
0.6019 Remote Similarity NPD5909 Discontinued
0.6017 Remote Similarity NPD7624 Clinical (unspecified phase)
0.6017 Remote Similarity NPD7623 Phase 3
0.6 Remote Similarity NPD6011 Approved
0.6 Remote Similarity NPD1695 Approved
0.6 Remote Similarity NPD8273 Phase 1
0.5982 Remote Similarity NPD8130 Phase 1
0.5982 Remote Similarity NPD6650 Approved
0.5982 Remote Similarity NPD6617 Approved
0.5982 Remote Similarity NPD6847 Approved
0.5982 Remote Similarity NPD6649 Approved
0.5982 Remote Similarity NPD6869 Approved
0.5981 Remote Similarity NPD7632 Discontinued
0.5979 Remote Similarity NPD4786 Approved
0.5979 Remote Similarity NPD3133 Approved
0.5979 Remote Similarity NPD3666 Approved
0.5979 Remote Similarity NPD3665 Phase 1
0.5965 Remote Similarity NPD6010 Discontinued
0.5963 Remote Similarity NPD7128 Approved
0.5963 Remote Similarity NPD6402 Approved
0.5963 Remote Similarity NPD6675 Approved
0.5963 Remote Similarity NPD5739 Approved
0.5962 Remote Similarity NPD4228 Discovery
0.5962 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5955 Remote Similarity NPD7144 Approved
0.5955 Remote Similarity NPD7143 Approved
0.595 Remote Similarity NPD8074 Phase 3
0.5946 Remote Similarity NPD6012 Approved
0.5946 Remote Similarity NPD6013 Approved
0.5946 Remote Similarity NPD6413 Approved
0.5946 Remote Similarity NPD6014 Approved
0.5938 Remote Similarity NPD3667 Approved
0.5932 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5929 Remote Similarity NPD6882 Approved
0.5929 Remote Similarity NPD8297 Approved
0.5922 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5922 Remote Similarity NPD5122 Clinical (unspecified phase)
0.5922 Remote Similarity NPD7900 Approved
0.5895 Remote Similarity NPD7514 Phase 3
0.5895 Remote Similarity NPD7332 Phase 2
0.5893 Remote Similarity NPD2067 Discontinued
0.5889 Remote Similarity NPD7152 Approved
0.5889 Remote Similarity NPD7151 Approved
0.5889 Remote Similarity NPD7150 Approved
0.5887 Remote Similarity NPD7260 Phase 2
0.5882 Remote Similarity NPD5693 Phase 1
0.5882 Remote Similarity NPD6050 Approved
0.5882 Remote Similarity NPD5694 Approved
0.5876 Remote Similarity NPD6695 Phase 3
0.5875 Remote Similarity NPD3195 Phase 2
0.5875 Remote Similarity NPD4266 Approved
0.5875 Remote Similarity NPD3196 Approved
0.5875 Remote Similarity NPD3194 Approved
0.5868 Remote Similarity NPD8451 Approved
0.5862 Remote Similarity NPD7505 Discontinued
0.5859 Remote Similarity NPD3618 Phase 1
0.5856 Remote Similarity NPD7320 Approved
0.5851 Remote Similarity NPD7145 Approved
0.5849 Remote Similarity NPD5696 Approved
0.5843 Remote Similarity NPD6922 Approved
0.5843 Remote Similarity NPD6923 Approved
0.5842 Remote Similarity NPD5328 Approved
0.5841 Remote Similarity NPD2181 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6902 Approved
0.582 Remote Similarity NPD8448 Approved
0.582 Remote Similarity NPD7747 Phase 1
0.582 Remote Similarity NPD7746 Phase 1
0.5816 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5816 Remote Similarity NPD7338 Clinical (unspecified phase)
0.581 Remote Similarity NPD5222 Approved
0.581 Remote Similarity NPD5220 Clinical (unspecified phase)
0.581 Remote Similarity NPD5221 Approved
0.5806 Remote Similarity NPD5740 Clinical (unspecified phase)
0.5806 Remote Similarity NPD6085 Phase 2

  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