Structure

Physi-Chem Properties

Molecular Weight:  701.05
Volume:  571.851
LogP:  5.459
LogD:  4.02
LogS:  -6.593
# Rotatable Bonds:  16
TPSA:  45.25
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.16
Synthetic Accessibility Score:  2.799
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:  -4.877
MDCK Permeability:  1.1203816939087119e-05
Pgp-inhibitor:  0.991
Pgp-substrate:  0.003
Human Intestinal Absorption (HIA):  0.02
20% Bioavailability (F20%):  0.006
30% Bioavailability (F30%):  0.939

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.997
Plasma Protein Binding (PPB):  96.2445297241211%
Volume Distribution (VD):  1.849
Pgp-substrate:  2.6200435161590576%

ADMET: Metabolism

CYP1A2-inhibitor:  0.646
CYP1A2-substrate:  0.953
CYP2C19-inhibitor:  0.114
CYP2C19-substrate:  0.97
CYP2C9-inhibitor:  0.005
CYP2C9-substrate:  0.689
CYP2D6-inhibitor:  0.509
CYP2D6-substrate:  0.963
CYP3A4-inhibitor:  0.246
CYP3A4-substrate:  0.856

ADMET: Excretion

Clearance (CL):  2.216
Half-life (T1/2):  0.063

ADMET: Toxicity

hERG Blockers:  0.954
Human Hepatotoxicity (H-HT):  0.232
Drug-inuced Liver Injury (DILI):  0.72
AMES Toxicity:  0.007
Rat Oral Acute Toxicity:  0.57
Maximum Recommended Daily Dose:  0.373
Skin Sensitization:  0.913
Carcinogencity:  0.252
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.979

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

  Natural Product: NPC296085

Natural Product ID:  NPC296085
Common Name*:   Psammaplysene C
IUPAC Name:   (E)-3-[3-bromo-4-[3-(dimethylamino)propoxy]phenyl]-N-[3-[2,6-dibromo-4-[2-(dimethylamino)ethyl]phenoxy]propyl]-N-methylprop-2-enamide
Synonyms:   psammaplysene C
Standard InCHIKey:  AWJCEHBDNXBPBM-PKNBQFBNSA-N
Standard InCHI:  InChI=1S/C28H38Br3N3O3/c1-32(2)13-6-16-36-26-10-8-21(18-23(26)29)9-11-27(35)34(5)14-7-17-37-28-24(30)19-22(20-25(28)31)12-15-33(3)4/h8-11,18-20H,6-7,12-17H2,1-5H3/b11-9+
SMILES:  CN(C)CCCOc1ccc(/C=C/C(=O)N(C)CCCOc2c(cc(CCN(C)C)cc2Br)Br)cc1Br
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL400771
PubChem CID:   24179740
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 = 44.0 % PMID[540238]
NPT1970 Cell Line THP-1 Homo sapiens IC50 = 7000.0 nM PMID[540238]

☑ 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 NPC296085 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 NPC71629
0.8613 High Similarity NPC110131
0.8562 High Similarity NPC135349
0.8542 High Similarity NPC128877
0.8493 Intermediate Similarity NPC308571
0.8278 Intermediate Similarity NPC76412
0.8224 Intermediate Similarity NPC258222
0.8188 Intermediate Similarity NPC78530
0.817 Intermediate Similarity NPC47672
0.8129 Intermediate Similarity NPC233926
0.8028 Intermediate Similarity NPC218323
0.8014 Intermediate Similarity NPC272463
0.7935 Intermediate Similarity NPC469711
0.7898 Intermediate Similarity NPC156311
0.7756 Intermediate Similarity NPC109968
0.7703 Intermediate Similarity NPC266425
0.7667 Intermediate Similarity NPC307682
0.7636 Intermediate Similarity NPC477255
0.7597 Intermediate Similarity NPC470472
0.75 Intermediate Similarity NPC470470
0.75 Intermediate Similarity NPC474673
0.7483 Intermediate Similarity NPC470471
0.7468 Intermediate Similarity NPC474128
0.745 Intermediate Similarity NPC11449
0.7432 Intermediate Similarity NPC283079
0.7341 Intermediate Similarity NPC477254
0.732 Intermediate Similarity NPC470249
0.7273 Intermediate Similarity NPC213471
0.7257 Intermediate Similarity NPC259071
0.7257 Intermediate Similarity NPC77435
0.7248 Intermediate Similarity NPC78061
0.7248 Intermediate Similarity NPC122359
0.7248 Intermediate Similarity NPC159987
0.7226 Intermediate Similarity NPC40321
0.7179 Intermediate Similarity NPC470709
0.7172 Intermediate Similarity NPC263835
0.7161 Intermediate Similarity NPC220923
0.7159 Intermediate Similarity NPC8093
0.7159 Intermediate Similarity NPC121571
0.7152 Intermediate Similarity NPC474087
0.7151 Intermediate Similarity NPC143450
0.7124 Intermediate Similarity NPC132308
0.7115 Intermediate Similarity NPC231572
0.7111 Intermediate Similarity NPC227953
0.7097 Intermediate Similarity NPC99078
0.7097 Intermediate Similarity NPC470248
0.7095 Intermediate Similarity NPC328267
0.7078 Intermediate Similarity NPC29650
0.7078 Intermediate Similarity NPC303993
0.7065 Intermediate Similarity NPC123140
0.7063 Intermediate Similarity NPC189908
0.7055 Intermediate Similarity NPC321133
0.7051 Intermediate Similarity NPC470707
0.7051 Intermediate Similarity NPC252107
0.7047 Intermediate Similarity NPC213414
0.7039 Intermediate Similarity NPC195902
0.7032 Intermediate Similarity NPC230698
0.7032 Intermediate Similarity NPC277042
0.7032 Intermediate Similarity NPC73883
0.7032 Intermediate Similarity NPC235633
0.7032 Intermediate Similarity NPC138365
0.7032 Intermediate Similarity NPC196609
0.7032 Intermediate Similarity NPC251454
0.7032 Intermediate Similarity NPC255817
0.7032 Intermediate Similarity NPC205178
0.7032 Intermediate Similarity NPC136330
0.7032 Intermediate Similarity NPC196708
0.7006 Intermediate Similarity NPC470250
0.6983 Remote Similarity NPC147847
0.6978 Remote Similarity NPC202866
0.6968 Remote Similarity NPC167096
0.6933 Remote Similarity NPC236265
0.6928 Remote Similarity NPC471649
0.6927 Remote Similarity NPC174607
0.6923 Remote Similarity NPC474678
0.6923 Remote Similarity NPC471338
0.6923 Remote Similarity NPC96406
0.6913 Remote Similarity NPC296202
0.6908 Remote Similarity NPC280736
0.6908 Remote Similarity NPC172403
0.6906 Remote Similarity NPC248822
0.6885 Remote Similarity NPC475843
0.6883 Remote Similarity NPC475735
0.6883 Remote Similarity NPC473724
0.6882 Remote Similarity NPC254700
0.6879 Remote Similarity NPC145446
0.6879 Remote Similarity NPC137172
0.6875 Remote Similarity NPC470247
0.6867 Remote Similarity NPC105999
0.6867 Remote Similarity NPC255253
0.6859 Remote Similarity NPC103947
0.6859 Remote Similarity NPC328419
0.6859 Remote Similarity NPC159150
0.6859 Remote Similarity NPC193673
0.6859 Remote Similarity NPC45783
0.6859 Remote Similarity NPC94280
0.6857 Remote Similarity NPC151530
0.6857 Remote Similarity NPC157473
0.6855 Remote Similarity NPC189724
0.6855 Remote Similarity NPC83289
0.6855 Remote Similarity NPC212850
0.6852 Remote Similarity NPC9373
0.6846 Remote Similarity NPC7830
0.6836 Remote Similarity NPC475396
0.6835 Remote Similarity NPC95366
0.6835 Remote Similarity NPC248505
0.6835 Remote Similarity NPC113236
0.6835 Remote Similarity NPC214036
0.6818 Remote Similarity NPC474091
0.6818 Remote Similarity NPC478071
0.6818 Remote Similarity NPC99280
0.6818 Remote Similarity NPC135173
0.6807 Remote Similarity NPC235033
0.6807 Remote Similarity NPC73132
0.6807 Remote Similarity NPC471235
0.6806 Remote Similarity NPC471336
0.6806 Remote Similarity NPC26524
0.6806 Remote Similarity NPC470746
0.6802 Remote Similarity NPC471651
0.68 Remote Similarity NPC116562
0.6795 Remote Similarity NPC169766
0.6791 Remote Similarity NPC471337
0.6786 Remote Similarity NPC176971
0.6774 Remote Similarity NPC70485
0.6757 Remote Similarity NPC256369
0.6757 Remote Similarity NPC43275
0.674 Remote Similarity NPC473892
0.674 Remote Similarity NPC475658
0.6735 Remote Similarity NPC67658
0.6731 Remote Similarity NPC217574
0.6731 Remote Similarity NPC118419
0.6714 Remote Similarity NPC128730
0.6707 Remote Similarity NPC470710
0.6687 Remote Similarity NPC247298
0.6667 Remote Similarity NPC167944
0.6667 Remote Similarity NPC469979
0.6667 Remote Similarity NPC231884
0.6667 Remote Similarity NPC326447
0.6667 Remote Similarity NPC42793
0.6667 Remote Similarity NPC469808
0.6667 Remote Similarity NPC106606
0.6648 Remote Similarity NPC80337
0.6646 Remote Similarity NPC473360
0.6645 Remote Similarity NPC211218
0.6644 Remote Similarity NPC115803
0.6632 Remote Similarity NPC471339
0.6629 Remote Similarity NPC473462
0.6629 Remote Similarity NPC207819
0.6629 Remote Similarity NPC298981
0.6629 Remote Similarity NPC110454
0.6629 Remote Similarity NPC126128
0.6625 Remote Similarity NPC225745
0.6614 Remote Similarity NPC473450
0.6606 Remote Similarity NPC245974
0.6604 Remote Similarity NPC11147
0.6604 Remote Similarity NPC180647
0.6603 Remote Similarity NPC120251
0.6601 Remote Similarity NPC62101
0.6601 Remote Similarity NPC95733
0.6597 Remote Similarity NPC473358
0.6596 Remote Similarity NPC473855
0.6596 Remote Similarity NPC42383
0.6588 Remote Similarity NPC287757
0.6588 Remote Similarity NPC319320
0.6584 Remote Similarity NPC197766
0.6584 Remote Similarity NPC471236
0.6576 Remote Similarity NPC230539
0.6575 Remote Similarity NPC59387
0.6573 Remote Similarity NPC226001
0.6571 Remote Similarity NPC179686
0.6571 Remote Similarity NPC319933
0.6568 Remote Similarity NPC471073
0.6568 Remote Similarity NPC270811
0.6566 Remote Similarity NPC324081
0.6558 Remote Similarity NPC29477
0.6558 Remote Similarity NPC320242
0.6547 Remote Similarity NPC13755
0.6538 Remote Similarity NPC196034
0.6535 Remote Similarity NPC243633
0.6535 Remote Similarity NPC175150
0.6522 Remote Similarity NPC175298
0.6522 Remote Similarity NPC194359
0.6522 Remote Similarity NPC193528
0.6522 Remote Similarity NPC141405
0.6522 Remote Similarity NPC473409
0.6522 Remote Similarity NPC82741
0.6522 Remote Similarity NPC28641
0.6519 Remote Similarity NPC470392
0.6519 Remote Similarity NPC471953
0.6519 Remote Similarity NPC214188
0.6519 Remote Similarity NPC318862
0.6519 Remote Similarity NPC74618
0.6519 Remote Similarity NPC274732
0.6519 Remote Similarity NPC301941
0.6517 Remote Similarity NPC225130
0.651 Remote Similarity NPC323948
0.6497 Remote Similarity NPC473748
0.6491 Remote Similarity NPC169742
0.6486 Remote Similarity NPC303370
0.6486 Remote Similarity NPC162294

  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 NPC296085 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
0.7871 Intermediate Similarity NPD5586 Clinical (unspecified phase)
0.7343 Intermediate Similarity NPD2594 Approved
0.7343 Intermediate Similarity NPD2595 Approved
0.7333 Intermediate Similarity NPD3374 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD2423 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD3596 Phase 2
0.7237 Intermediate Similarity NPD3142 Approved
0.7237 Intermediate Similarity NPD3140 Approved
0.7222 Intermediate Similarity NPD6382 Discontinued
0.7205 Intermediate Similarity NPD7131 Phase 3
0.7171 Intermediate Similarity NPD2245 Discovery
0.7162 Intermediate Similarity NPD7258 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD2486 Discontinued
0.7152 Intermediate Similarity NPD5163 Phase 2
0.7152 Intermediate Similarity NPD5746 Approved
0.7123 Intermediate Similarity NPD3294 Phase 2
0.7115 Intermediate Similarity NPD1725 Approved
0.7114 Intermediate Similarity NPD4098 Discontinued
0.7103 Intermediate Similarity NPD6830 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD2428 Approved
0.7095 Intermediate Similarity NPD2429 Approved
0.7081 Intermediate Similarity NPD2335 Discontinued
0.7059 Intermediate Similarity NPD5745 Approved
0.7055 Intermediate Similarity NPD2554 Approved
0.7055 Intermediate Similarity NPD2667 Approved
0.7055 Intermediate Similarity NPD2556 Approved
0.7055 Intermediate Similarity NPD2668 Approved
0.7051 Intermediate Similarity NPD6380 Phase 1
0.7044 Intermediate Similarity NPD5481 Discontinued
0.7034 Intermediate Similarity NPD6580 Approved
0.7034 Intermediate Similarity NPD6581 Approved
0.7032 Intermediate Similarity NPD2492 Phase 1
0.6962 Remote Similarity NPD5865 Clinical (unspecified phase)
0.6954 Remote Similarity NPD7018 Phase 2
0.6954 Remote Similarity NPD2990 Approved
0.6954 Remote Similarity NPD2987 Approved
0.6944 Remote Similarity NPD2557 Approved
0.6892 Remote Similarity NPD3447 Discontinued
0.6883 Remote Similarity NPD5718 Phase 2
0.6879 Remote Similarity NPD743 Approved
0.6875 Remote Similarity NPD6364 Approved
0.6875 Remote Similarity NPD44 Approved
0.6871 Remote Similarity NPD3443 Approved
0.6871 Remote Similarity NPD3445 Approved
0.6871 Remote Similarity NPD3444 Approved
0.6871 Remote Similarity NPD3049 Approved
0.6867 Remote Similarity NPD6582 Phase 2
0.6867 Remote Similarity NPD6583 Phase 3
0.6867 Remote Similarity NPD6540 Phase 3
0.6867 Remote Similarity NPD6543 Approved
0.6867 Remote Similarity NPD6539 Approved
0.6867 Remote Similarity NPD6542 Approved
0.6857 Remote Similarity NPD5373 Approved
0.6857 Remote Similarity NPD5374 Approved
0.6842 Remote Similarity NPD7905 Discontinued
0.6839 Remote Similarity NPD4475 Approved
0.6839 Remote Similarity NPD4474 Approved
0.6829 Remote Similarity NPD1975 Clinical (unspecified phase)
0.6824 Remote Similarity NPD8031 Discontinued
0.6821 Remote Similarity NPD2388 Discontinued
0.6815 Remote Similarity NPD3052 Approved
0.6815 Remote Similarity NPD3054 Approved
0.6788 Remote Similarity NPD6662 Clinical (unspecified phase)
0.6786 Remote Similarity NPD7577 Discontinued
0.6786 Remote Similarity NPD7317 Phase 3
0.6776 Remote Similarity NPD5165 Clinical (unspecified phase)
0.6774 Remote Similarity NPD6812 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7294 Phase 1
0.6774 Remote Similarity NPD3056 Clinical (unspecified phase)
0.6766 Remote Similarity NPD1337 Clinical (unspecified phase)
0.6755 Remote Similarity NPD1421 Approved
0.6755 Remote Similarity NPD1420 Approved
0.675 Remote Similarity NPD3656 Approved
0.6748 Remote Similarity NPD6666 Approved
0.6748 Remote Similarity NPD6667 Approved
0.6748 Remote Similarity NPD5295 Discontinued
0.6732 Remote Similarity NPD6584 Phase 3
0.6731 Remote Similarity NPD3532 Approved
0.6731 Remote Similarity NPD3530 Approved
0.6731 Remote Similarity NPD3531 Approved
0.673 Remote Similarity NPD6029 Clinical (unspecified phase)
0.673 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6723 Remote Similarity NPD5441 Clinical (unspecified phase)
0.6711 Remote Similarity NPD6538 Approved
0.6711 Remote Similarity NPD6541 Approved
0.6707 Remote Similarity NPD5297 Approved
0.6706 Remote Similarity NPD7318 Phase 3
0.6688 Remote Similarity NPD4993 Discontinued
0.6686 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3134 Approved
0.6667 Remote Similarity NPD2459 Approved
0.6667 Remote Similarity NPD2460 Phase 3
0.6667 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1318 Phase 2
0.6667 Remote Similarity NPD6896 Approved
0.6667 Remote Similarity NPD2458 Approved
0.6667 Remote Similarity NPD6895 Approved
0.6667 Remote Similarity NPD4162 Approved
0.6647 Remote Similarity NPD2041 Clinical (unspecified phase)
0.6647 Remote Similarity NPD2042 Clinical (unspecified phase)
0.6646 Remote Similarity NPD5085 Clinical (unspecified phase)
0.6646 Remote Similarity NPD160 Clinical (unspecified phase)
0.6645 Remote Similarity NPD4129 Approved
0.6628 Remote Similarity NPD1307 Phase 2
0.6628 Remote Similarity NPD1309 Phase 2
0.6627 Remote Similarity NPD2184 Approved
0.6627 Remote Similarity NPD6385 Approved
0.6627 Remote Similarity NPD7110 Phase 1
0.6627 Remote Similarity NPD7109 Clinical (unspecified phase)
0.6627 Remote Similarity NPD2183 Approved
0.6627 Remote Similarity NPD6386 Approved
0.6624 Remote Similarity NPD7265 Discontinued
0.6624 Remote Similarity NPD7477 Discontinued
0.6621 Remote Similarity NPD2496 Approved
0.6621 Remote Similarity NPD2497 Approved
0.6611 Remote Similarity NPD7190 Clinical (unspecified phase)
0.6608 Remote Similarity NPD2296 Approved
0.6607 Remote Similarity NPD6357 Discontinued
0.6604 Remote Similarity NPD4579 Clinical (unspecified phase)
0.659 Remote Similarity NPD8245 Clinical (unspecified phase)
0.659 Remote Similarity NPD6862 Phase 2
0.6588 Remote Similarity NPD6844 Discontinued
0.6584 Remote Similarity NPD4476 Approved
0.6584 Remote Similarity NPD3175 Clinical (unspecified phase)
0.6584 Remote Similarity NPD4477 Approved
0.6584 Remote Similarity NPD3156 Discontinued
0.6582 Remote Similarity NPD6225 Clinical (unspecified phase)
0.6579 Remote Similarity NPD2233 Approved
0.6579 Remote Similarity NPD2232 Approved
0.6579 Remote Similarity NPD2230 Approved
0.6575 Remote Similarity NPD1241 Discontinued
0.6571 Remote Similarity NPD7608 Discontinued
0.6568 Remote Similarity NPD6875 Approved
0.6568 Remote Similarity NPD6876 Approved
0.6566 Remote Similarity NPD3536 Discontinued
0.6561 Remote Similarity NPD8095 Phase 1
0.6558 Remote Similarity NPD1817 Approved
0.6558 Remote Similarity NPD1819 Approved
0.6558 Remote Similarity NPD3567 Approved
0.6558 Remote Similarity NPD3568 Approved
0.6558 Remote Similarity NPD1820 Approved
0.6558 Remote Similarity NPD1818 Approved
0.6556 Remote Similarity NPD1298 Discontinued
0.6552 Remote Similarity NPD2904 Discontinued
0.655 Remote Similarity NPD6668 Clinical (unspecified phase)
0.6548 Remote Similarity NPD4210 Discontinued
0.6541 Remote Similarity NPD4618 Approved
0.6541 Remote Similarity NPD4622 Approved
0.6534 Remote Similarity NPD6688 Approved
0.6534 Remote Similarity NPD6687 Approved
0.6529 Remote Similarity NPD6873 Phase 2
0.6524 Remote Similarity NPD7466 Approved
0.6524 Remote Similarity NPD6748 Discontinued
0.6522 Remote Similarity NPD3693 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6608 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7291 Discontinued
0.6522 Remote Similarity NPD7425 Clinical (unspecified phase)
0.6517 Remote Similarity NPD5940 Clinical (unspecified phase)
0.6514 Remote Similarity NPD7485 Phase 3
0.6514 Remote Similarity NPD7484 Phase 3
0.6512 Remote Similarity NPD5967 Approved
0.6509 Remote Similarity NPD8158 Clinical (unspecified phase)
0.6507 Remote Similarity NPD5535 Approved
0.6503 Remote Similarity NPD1358 Approved
0.6503 Remote Similarity NPD7596 Clinical (unspecified phase)
0.65 Remote Similarity NPD6654 Clinical (unspecified phase)
0.6497 Remote Similarity NPD3167 Approved
0.6497 Remote Similarity NPD3166 Approved
0.6497 Remote Similarity NPD3164 Approved
0.6497 Remote Similarity NPD6179 Discontinued
0.6497 Remote Similarity NPD3165 Approved
0.6488 Remote Similarity NPD1670 Discontinued
0.6488 Remote Similarity NPD7427 Discontinued
0.6484 Remote Similarity NPD3337 Discontinued
0.6483 Remote Similarity NPD2673 Approved
0.6483 Remote Similarity NPD2671 Approved
0.6481 Remote Similarity NPD6032 Approved
0.6478 Remote Similarity NPD3597 Clinical (unspecified phase)
0.6477 Remote Similarity NPD5183 Approved
0.6477 Remote Similarity NPD5186 Approved
0.6474 Remote Similarity NPD4947 Clinical (unspecified phase)
0.6471 Remote Similarity NPD2231 Phase 2
0.6471 Remote Similarity NPD2235 Phase 2
0.6467 Remote Similarity NPD7447 Phase 1
0.6467 Remote Similarity NPD4662 Approved
0.6467 Remote Similarity NPD7020 Approved
0.6467 Remote Similarity NPD2874 Phase 2
0.6467 Remote Similarity NPD7019 Approved
0.6467 Remote Similarity NPD4661 Approved
0.6464 Remote Similarity NPD5192 Clinical (unspecified phase)
0.6461 Remote Similarity NPD3366 Approved
0.646 Remote Similarity NPD5688 Approved
0.646 Remote Similarity NPD5689 Approved
0.646 Remote Similarity NPD2200 Suspended
0.6452 Remote Similarity NPD1770 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5525 Clinical (unspecified phase)
0.6446 Remote Similarity NPD3281 Clinical (unspecified phase)
0.6444 Remote Similarity NPD5900 Clinical (unspecified phase)
0.6437 Remote Similarity NPD8005 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