Structure

Physi-Chem Properties

Molecular Weight:  778.96
Volume:  591.135
LogP:  5.96
LogD:  4.083
LogS:  -6.967
# Rotatable Bonds:  16
TPSA:  45.25
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.143
Synthetic Accessibility Score:  2.933
Fsp3:  0.464
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Rejected
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:  -4.801
MDCK Permeability:  1.2066388080711477e-05
Pgp-inhibitor:  0.986
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.09
20% Bioavailability (F20%):  0.007
30% Bioavailability (F30%):  0.862

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.997
Plasma Protein Binding (PPB):  98.13558197021484%
Volume Distribution (VD):  1.717
Pgp-substrate:  2.6065149307250977%

ADMET: Metabolism

CYP1A2-inhibitor:  0.718
CYP1A2-substrate:  0.939
CYP2C19-inhibitor:  0.122
CYP2C19-substrate:  0.968
CYP2C9-inhibitor:  0.011
CYP2C9-substrate:  0.633
CYP2D6-inhibitor:  0.525
CYP2D6-substrate:  0.957
CYP3A4-inhibitor:  0.375
CYP3A4-substrate:  0.886

ADMET: Excretion

Clearance (CL):  1.329
Half-life (T1/2):  0.049

ADMET: Toxicity

hERG Blockers:  0.93
Human Hepatotoxicity (H-HT):  0.23
Drug-inuced Liver Injury (DILI):  0.592
AMES Toxicity:  0.01
Rat Oral Acute Toxicity:  0.679
Maximum Recommended Daily Dose:  0.527
Skin Sensitization:  0.749
Carcinogencity:  0.262
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.979

Download Data

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

  Natural Product: NPC71629

Natural Product ID:  NPC71629
Common Name*:   Psammaplysene D
IUPAC Name:   (E)-N-[3-[2,6-dibromo-4-[2-(dimethylamino)ethyl]phenoxy]propyl]-3-[3,5-dibromo-4-[3-(dimethylamino)propoxy]phenyl]-N-methylprop-2-enamide
Synonyms:   Psammaplysene D
Standard InCHIKey:  YAKDQOSJNFRMRB-CMDGGOBGSA-N
Standard InCHI:  InChI=1S/C28H37Br4N3O3/c1-33(2)11-6-14-37-27-22(29)16-20(17-23(27)30)8-9-26(36)35(5)12-7-15-38-28-24(31)18-21(19-25(28)32)10-13-34(3)4/h8-9,16-19H,6-7,10-15H2,1-5H3/b9-8+
SMILES:  CN(C)CCCOc1c(cc(/C=C/C(=O)N(C)CCCOc2c(cc(CCN(C)C)cc2Br)Br)cc1Br)Br
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL251626
PubChem CID:   24179853
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000476] Cinnamic acids 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
NPO32814 psammoclemma sp. Species n.a. n.a. n.a. n.a. n.a. PMID[17988096]

☑ 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
NPT2654 Individual Protein P2X purinoceptor 7 Homo sapiens Activity = 72.0 % PMID[536319]
NPT1970 Cell Line THP-1 Homo sapiens IC50 = 7000.0 nM PMID[536319]

☑ 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 NPC71629 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
0.9855 High Similarity NPC296085
0.869 High Similarity NPC135349
0.8613 High Similarity NPC110131
0.8542 High Similarity NPC128877
0.8493 Intermediate Similarity NPC308571
0.84 Intermediate Similarity NPC76412
0.8105 Intermediate Similarity NPC258222
0.8067 Intermediate Similarity NPC78530
0.8052 Intermediate Similarity NPC47672
0.8014 Intermediate Similarity NPC272463
0.8013 Intermediate Similarity NPC233926
0.7935 Intermediate Similarity NPC469711
0.7902 Intermediate Similarity NPC218323
0.7785 Intermediate Similarity NPC156311
0.7744 Intermediate Similarity NPC477255
0.7712 Intermediate Similarity NPC470472
0.7643 Intermediate Similarity NPC109968
0.7584 Intermediate Similarity NPC266425
0.755 Intermediate Similarity NPC307682
0.75 Intermediate Similarity NPC470470
0.75 Intermediate Similarity NPC474673
0.7483 Intermediate Similarity NPC470471
0.7442 Intermediate Similarity NPC477254
0.7356 Intermediate Similarity NPC77435
0.7356 Intermediate Similarity NPC259071
0.7355 Intermediate Similarity NPC474128
0.7333 Intermediate Similarity NPC11449
0.7315 Intermediate Similarity NPC283079
0.7257 Intermediate Similarity NPC8093
0.7257 Intermediate Similarity NPC121571
0.7226 Intermediate Similarity NPC40321
0.7208 Intermediate Similarity NPC470249
0.7207 Intermediate Similarity NPC227953
0.7161 Intermediate Similarity NPC213471
0.7158 Intermediate Similarity NPC123140
0.7151 Intermediate Similarity NPC143450
0.7133 Intermediate Similarity NPC122359
0.7133 Intermediate Similarity NPC78061
0.7133 Intermediate Similarity NPC159987
0.7097 Intermediate Similarity NPC470248
0.7072 Intermediate Similarity NPC202866
0.707 Intermediate Similarity NPC470709
0.7055 Intermediate Similarity NPC263835
0.7051 Intermediate Similarity NPC220923
0.7039 Intermediate Similarity NPC474087
0.7032 Intermediate Similarity NPC235633
0.7017 Intermediate Similarity NPC474678
0.7017 Intermediate Similarity NPC471338
0.7013 Intermediate Similarity NPC132308
0.7006 Intermediate Similarity NPC470250
0.7006 Intermediate Similarity NPC231572
0.6987 Remote Similarity NPC99078
0.6983 Remote Similarity NPC147847
0.698 Remote Similarity NPC105999
0.698 Remote Similarity NPC328267
0.6978 Remote Similarity NPC475843
0.6968 Remote Similarity NPC29650
0.6968 Remote Similarity NPC303993
0.6957 Remote Similarity NPC189908
0.6943 Remote Similarity NPC470707
0.6943 Remote Similarity NPC252107
0.6939 Remote Similarity NPC321133
0.6933 Remote Similarity NPC213414
0.6933 Remote Similarity NPC236265
0.6928 Remote Similarity NPC195902
0.6927 Remote Similarity NPC174607
0.6923 Remote Similarity NPC230698
0.6923 Remote Similarity NPC205178
0.6923 Remote Similarity NPC251454
0.6923 Remote Similarity NPC277042
0.6923 Remote Similarity NPC196609
0.6923 Remote Similarity NPC255817
0.6923 Remote Similarity NPC138365
0.6923 Remote Similarity NPC73883
0.6923 Remote Similarity NPC136330
0.6923 Remote Similarity NPC196708
0.6908 Remote Similarity NPC280736
0.6895 Remote Similarity NPC470746
0.6895 Remote Similarity NPC471336
0.6882 Remote Similarity NPC471337
0.6875 Remote Similarity NPC470247
0.6859 Remote Similarity NPC167096
0.6836 Remote Similarity NPC475396
0.6826 Remote Similarity NPC471649
0.6818 Remote Similarity NPC135173
0.6815 Remote Similarity NPC96406
0.6813 Remote Similarity NPC248822
0.6807 Remote Similarity NPC235033
0.6807 Remote Similarity NPC73132
0.6807 Remote Similarity NPC471235
0.68 Remote Similarity NPC116562
0.68 Remote Similarity NPC296202
0.6797 Remote Similarity NPC172403
0.6784 Remote Similarity NPC254700
0.6774 Remote Similarity NPC473724
0.6774 Remote Similarity NPC70485
0.6774 Remote Similarity NPC475735
0.6772 Remote Similarity NPC137172
0.6772 Remote Similarity NPC145446
0.6755 Remote Similarity NPC255253
0.6752 Remote Similarity NPC193673
0.6752 Remote Similarity NPC103947
0.6752 Remote Similarity NPC328419
0.6752 Remote Similarity NPC45783
0.6752 Remote Similarity NPC159150
0.6752 Remote Similarity NPC94280
0.675 Remote Similarity NPC189724
0.675 Remote Similarity NPC83289
0.675 Remote Similarity NPC212850
0.6748 Remote Similarity NPC9373
0.674 Remote Similarity NPC473892
0.674 Remote Similarity NPC475658
0.6738 Remote Similarity NPC157473
0.6738 Remote Similarity NPC151530
0.6733 Remote Similarity NPC7830
0.673 Remote Similarity NPC214036
0.673 Remote Similarity NPC95366
0.673 Remote Similarity NPC248505
0.673 Remote Similarity NPC113236
0.6719 Remote Similarity NPC471339
0.671 Remote Similarity NPC478071
0.671 Remote Similarity NPC99280
0.671 Remote Similarity NPC474091
0.6707 Remote Similarity NPC470710
0.6705 Remote Similarity NPC471651
0.669 Remote Similarity NPC26524
0.6688 Remote Similarity NPC169766
0.6667 Remote Similarity NPC469979
0.6667 Remote Similarity NPC176971
0.665 Remote Similarity NPC67658
0.6644 Remote Similarity NPC115803
0.6644 Remote Similarity NPC43275
0.6644 Remote Similarity NPC256369
0.6629 Remote Similarity NPC207819
0.6629 Remote Similarity NPC473462
0.6629 Remote Similarity NPC298981
0.6629 Remote Similarity NPC110454
0.6629 Remote Similarity NPC126128
0.6624 Remote Similarity NPC217574
0.6624 Remote Similarity NPC118419
0.6596 Remote Similarity NPC128730
0.6585 Remote Similarity NPC247298
0.6573 Remote Similarity NPC226001
0.6571 Remote Similarity NPC319933
0.6562 Remote Similarity NPC167944
0.6562 Remote Similarity NPC42793
0.6562 Remote Similarity NPC106606
0.6562 Remote Similarity NPC231884
0.6562 Remote Similarity NPC469808
0.6557 Remote Similarity NPC80337
0.6549 Remote Similarity NPC326447
0.6543 Remote Similarity NPC81137
0.6541 Remote Similarity NPC473360
0.6536 Remote Similarity NPC211218
0.6528 Remote Similarity NPC54543
0.6526 Remote Similarity NPC473450
0.6522 Remote Similarity NPC225745
0.6522 Remote Similarity NPC471237
0.6522 Remote Similarity NPC141405
0.6522 Remote Similarity NPC473409
0.6522 Remote Similarity NPC82741
0.6522 Remote Similarity NPC177967
0.6519 Remote Similarity NPC214188
0.6519 Remote Similarity NPC74618
0.6519 Remote Similarity NPC301941
0.6517 Remote Similarity NPC225130
0.6506 Remote Similarity NPC245974
0.65 Remote Similarity NPC180647
0.65 Remote Similarity NPC11147
0.6497 Remote Similarity NPC120251
0.6494 Remote Similarity NPC62101
0.6494 Remote Similarity NPC95733
0.6491 Remote Similarity NPC319320
0.6491 Remote Similarity NPC287757
0.6486 Remote Similarity NPC230539
0.6486 Remote Similarity NPC162294
0.6483 Remote Similarity NPC473358
0.6482 Remote Similarity NPC471335
0.6481 Remote Similarity NPC471236
0.6481 Remote Similarity NPC197766
0.6479 Remote Similarity NPC42383
0.6479 Remote Similarity NPC473855
0.6471 Remote Similarity NPC270811
0.6471 Remote Similarity NPC471073
0.6467 Remote Similarity NPC324081
0.6467 Remote Similarity NPC471591
0.6463 Remote Similarity NPC59387
0.6454 Remote Similarity NPC179686
0.6453 Remote Similarity NPC243633
0.6453 Remote Similarity NPC175150
0.6452 Remote Similarity NPC29477
0.6452 Remote Similarity NPC320242
0.6444 Remote Similarity NPC475615
0.6433 Remote Similarity NPC196034
0.6429 Remote Similarity NPC13755
0.642 Remote Similarity NPC28641
0.642 Remote Similarity NPC193528
0.642 Remote Similarity NPC194359
0.6419 Remote Similarity NPC221301
0.6415 Remote Similarity NPC318862

  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 NPC71629 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
0.7756 Intermediate Similarity NPD5586 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD2594 Approved
0.7222 Intermediate Similarity NPD2595 Approved
0.7219 Intermediate Similarity NPD3374 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD2423 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD3596 Phase 2
0.7124 Intermediate Similarity NPD3142 Approved
0.7124 Intermediate Similarity NPD3140 Approved
0.7103 Intermediate Similarity NPD6382 Discontinued
0.7099 Intermediate Similarity NPD7131 Phase 3
0.7059 Intermediate Similarity NPD2245 Discovery
0.7047 Intermediate Similarity NPD7258 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD5163 Phase 2
0.7039 Intermediate Similarity NPD5746 Approved
0.7034 Intermediate Similarity NPD2486 Discontinued
0.7007 Intermediate Similarity NPD3294 Phase 2
0.7006 Intermediate Similarity NPD1725 Approved
0.7 Intermediate Similarity NPD4098 Discontinued
0.6986 Remote Similarity NPD6830 Clinical (unspecified phase)
0.698 Remote Similarity NPD2428 Approved
0.698 Remote Similarity NPD2429 Approved
0.6975 Remote Similarity NPD2335 Discontinued
0.6948 Remote Similarity NPD5745 Approved
0.6943 Remote Similarity NPD6380 Phase 1
0.6939 Remote Similarity NPD2554 Approved
0.6939 Remote Similarity NPD2556 Approved
0.6939 Remote Similarity NPD2668 Approved
0.6939 Remote Similarity NPD2667 Approved
0.6937 Remote Similarity NPD5481 Discontinued
0.6923 Remote Similarity NPD2492 Phase 1
0.6918 Remote Similarity NPD6581 Approved
0.6918 Remote Similarity NPD6580 Approved
0.6855 Remote Similarity NPD5865 Clinical (unspecified phase)
0.6842 Remote Similarity NPD2987 Approved
0.6842 Remote Similarity NPD7018 Phase 2
0.6842 Remote Similarity NPD2990 Approved
0.6828 Remote Similarity NPD2557 Approved
0.6779 Remote Similarity NPD3447 Discontinued
0.6774 Remote Similarity NPD5718 Phase 2
0.6772 Remote Similarity NPD743 Approved
0.677 Remote Similarity NPD6364 Approved
0.677 Remote Similarity NPD44 Approved
0.6757 Remote Similarity NPD3445 Approved
0.6757 Remote Similarity NPD3443 Approved
0.6757 Remote Similarity NPD3049 Approved
0.6757 Remote Similarity NPD3444 Approved
0.6755 Remote Similarity NPD6542 Approved
0.6755 Remote Similarity NPD6582 Phase 2
0.6755 Remote Similarity NPD6543 Approved
0.6755 Remote Similarity NPD6540 Phase 3
0.6755 Remote Similarity NPD6539 Approved
0.6755 Remote Similarity NPD6583 Phase 3
0.6738 Remote Similarity NPD5374 Approved
0.6738 Remote Similarity NPD5373 Approved
0.6732 Remote Similarity NPD7905 Discontinued
0.6731 Remote Similarity NPD4474 Approved
0.6731 Remote Similarity NPD4475 Approved
0.6727 Remote Similarity NPD1975 Clinical (unspecified phase)
0.6725 Remote Similarity NPD8031 Discontinued
0.6724 Remote Similarity NPD2388 Discontinued
0.6709 Remote Similarity NPD3052 Approved
0.6709 Remote Similarity NPD3054 Approved
0.6687 Remote Similarity NPD6662 Clinical (unspecified phase)
0.6686 Remote Similarity NPD7317 Phase 3
0.6686 Remote Similarity NPD7577 Discontinued
0.6685 Remote Similarity NPD5165 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6812 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1337 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7294 Phase 1
0.6667 Remote Similarity NPD3056 Clinical (unspecified phase)
0.6646 Remote Similarity NPD3656 Approved
0.6646 Remote Similarity NPD6666 Approved
0.6646 Remote Similarity NPD6667 Approved
0.6646 Remote Similarity NPD5295 Discontinued
0.6645 Remote Similarity NPD1421 Approved
0.6645 Remote Similarity NPD1420 Approved
0.6629 Remote Similarity NPD5441 Clinical (unspecified phase)
0.6625 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6625 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6624 Remote Similarity NPD3531 Approved
0.6624 Remote Similarity NPD3530 Approved
0.6624 Remote Similarity NPD3532 Approved
0.6623 Remote Similarity NPD6584 Phase 3
0.6621 Remote Similarity NPD2496 Approved
0.6621 Remote Similarity NPD2497 Approved
0.6608 Remote Similarity NPD7318 Phase 3
0.6606 Remote Similarity NPD5297 Approved
0.6601 Remote Similarity NPD6541 Approved
0.6601 Remote Similarity NPD6538 Approved
0.6591 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6581 Remote Similarity NPD4993 Discontinued
0.6564 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6564 Remote Similarity NPD2460 Phase 3
0.6564 Remote Similarity NPD4162 Approved
0.6564 Remote Similarity NPD2459 Approved
0.6564 Remote Similarity NPD2458 Approved
0.6562 Remote Similarity NPD6896 Approved
0.6562 Remote Similarity NPD6895 Approved
0.6558 Remote Similarity NPD1318 Phase 2
0.6552 Remote Similarity NPD2041 Clinical (unspecified phase)
0.6552 Remote Similarity NPD2042 Clinical (unspecified phase)
0.6549 Remote Similarity NPD3134 Approved
0.6545 Remote Similarity NPD160 Clinical (unspecified phase)
0.6543 Remote Similarity NPD5085 Clinical (unspecified phase)
0.6536 Remote Similarity NPD4129 Approved
0.6532 Remote Similarity NPD1309 Phase 2
0.6532 Remote Similarity NPD1307 Phase 2
0.6529 Remote Similarity NPD6386 Approved
0.6529 Remote Similarity NPD7110 Phase 1
0.6529 Remote Similarity NPD7109 Clinical (unspecified phase)
0.6529 Remote Similarity NPD6385 Approved
0.6527 Remote Similarity NPD2184 Approved
0.6527 Remote Similarity NPD2183 Approved
0.6519 Remote Similarity NPD7477 Discontinued
0.6519 Remote Similarity NPD7190 Clinical (unspecified phase)
0.6519 Remote Similarity NPD7265 Discontinued
0.6512 Remote Similarity NPD2296 Approved
0.6509 Remote Similarity NPD6357 Discontinued
0.65 Remote Similarity NPD4579 Clinical (unspecified phase)
0.6494 Remote Similarity NPD8245 Clinical (unspecified phase)
0.6494 Remote Similarity NPD6862 Phase 2
0.6491 Remote Similarity NPD6844 Discontinued
0.6481 Remote Similarity NPD3175 Clinical (unspecified phase)
0.6481 Remote Similarity NPD3156 Discontinued
0.6481 Remote Similarity NPD4476 Approved
0.6481 Remote Similarity NPD4477 Approved
0.6478 Remote Similarity NPD6225 Clinical (unspecified phase)
0.6477 Remote Similarity NPD7608 Discontinued
0.6474 Remote Similarity NPD8095 Phase 1
0.6471 Remote Similarity NPD2233 Approved
0.6471 Remote Similarity NPD6876 Approved
0.6471 Remote Similarity NPD6875 Approved
0.6471 Remote Similarity NPD2230 Approved
0.6471 Remote Similarity NPD2232 Approved
0.6467 Remote Similarity NPD3536 Discontinued
0.6464 Remote Similarity NPD1298 Discontinued
0.6463 Remote Similarity NPD1241 Discontinued
0.6457 Remote Similarity NPD2904 Discontinued
0.6453 Remote Similarity NPD6668 Clinical (unspecified phase)
0.6452 Remote Similarity NPD1819 Approved
0.6452 Remote Similarity NPD3567 Approved
0.6452 Remote Similarity NPD1818 Approved
0.6452 Remote Similarity NPD3568 Approved
0.6452 Remote Similarity NPD1817 Approved
0.6452 Remote Similarity NPD1820 Approved
0.645 Remote Similarity NPD4210 Discontinued
0.6441 Remote Similarity NPD6687 Approved
0.6441 Remote Similarity NPD6688 Approved
0.6438 Remote Similarity NPD4618 Approved
0.6438 Remote Similarity NPD4622 Approved
0.6434 Remote Similarity NPD3526 Approved
0.6434 Remote Similarity NPD3524 Approved
0.6433 Remote Similarity NPD6873 Phase 2
0.6432 Remote Similarity NPD6608 Clinical (unspecified phase)
0.6432 Remote Similarity NPD7291 Discontinued
0.6425 Remote Similarity NPD5940 Clinical (unspecified phase)
0.6424 Remote Similarity NPD6748 Discontinued
0.6424 Remote Similarity NPD7466 Approved
0.642 Remote Similarity NPD3693 Clinical (unspecified phase)
0.642 Remote Similarity NPD7425 Clinical (unspecified phase)
0.642 Remote Similarity NPD7484 Phase 3
0.642 Remote Similarity NPD7485 Phase 3
0.6416 Remote Similarity NPD5967 Approved
0.6412 Remote Similarity NPD8158 Clinical (unspecified phase)
0.6409 Remote Similarity NPD6654 Clinical (unspecified phase)
0.6402 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6395 Remote Similarity NPD5535 Approved
0.6393 Remote Similarity NPD3337 Discontinued
0.6392 Remote Similarity NPD3164 Approved
0.6392 Remote Similarity NPD6179 Discontinued
0.6392 Remote Similarity NPD3165 Approved
0.6392 Remote Similarity NPD3167 Approved
0.6392 Remote Similarity NPD3166 Approved
0.6391 Remote Similarity NPD1670 Discontinued
0.6391 Remote Similarity NPD7427 Discontinued
0.6389 Remote Similarity NPD1358 Approved
0.6384 Remote Similarity NPD5183 Approved
0.6384 Remote Similarity NPD5186 Approved
0.638 Remote Similarity NPD6032 Approved
0.6379 Remote Similarity NPD4947 Clinical (unspecified phase)
0.6375 Remote Similarity NPD3597 Clinical (unspecified phase)
0.6374 Remote Similarity NPD5192 Clinical (unspecified phase)
0.637 Remote Similarity NPD2671 Approved
0.637 Remote Similarity NPD2673 Approved
0.6369 Remote Similarity NPD4662 Approved
0.6369 Remote Similarity NPD7447 Phase 1
0.6369 Remote Similarity NPD3366 Approved
0.6369 Remote Similarity NPD4661 Approved
0.6369 Remote Similarity NPD7019 Approved
0.6369 Remote Similarity NPD7020 Approved
0.6369 Remote Similarity NPD2874 Phase 2
0.6364 Remote Similarity NPD2231 Phase 2
0.6364 Remote Similarity NPD2235 Phase 2
0.6364 Remote Similarity NPD5525 Clinical (unspecified phase)
0.6358 Remote Similarity NPD2200 Suspended
0.6358 Remote Similarity NPD5689 Approved
0.6358 Remote Similarity NPD5688 Approved
0.6354 Remote Similarity NPD5900 Clinical (unspecified phase)
0.6347 Remote Similarity NPD3281 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