Structure

Physi-Chem Properties

Molecular Weight:  313.17
Volume:  327.139
LogP:  2.152
LogD:  1.388
LogS:  -2.062
# Rotatable Bonds:  3
TPSA:  41.93
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.87
Synthetic Accessibility Score:  4.321
Fsp3:  0.474
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.841
MDCK Permeability:  2.4251277864095755e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.074
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.111
30% Bioavailability (F30%):  0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.997
Plasma Protein Binding (PPB):  34.747337341308594%
Volume Distribution (VD):  2.031
Pgp-substrate:  60.1015739440918%

ADMET: Metabolism

CYP1A2-inhibitor:  0.165
CYP1A2-substrate:  0.74
CYP2C19-inhibitor:  0.118
CYP2C19-substrate:  0.901
CYP2C9-inhibitor:  0.028
CYP2C9-substrate:  0.547
CYP2D6-inhibitor:  0.964
CYP2D6-substrate:  0.904
CYP3A4-inhibitor:  0.311
CYP3A4-substrate:  0.716

ADMET: Excretion

Clearance (CL):  5.109
Half-life (T1/2):  0.473

ADMET: Toxicity

hERG Blockers:  0.564
Human Hepatotoxicity (H-HT):  0.118
Drug-inuced Liver Injury (DILI):  0.195
AMES Toxicity:  0.014
Rat Oral Acute Toxicity:  0.85
Maximum Recommended Daily Dose:  0.938
Skin Sensitization:  0.509
Carcinogencity:  0.263
Eye Corrosion:  0.003
Eye Irritation:  0.012
Respiratory Toxicity:  0.915

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC40389

Natural Product ID:  NPC40389
Common Name*:   N-Allylnorgalanthamine
IUPAC Name:   n.a.
Synonyms:   N-Allylnorgalanthamine
Standard InCHIKey:  BQESVZIPHFRYNG-QOKNQOGYSA-N
Standard InCHI:  InChI=1S/C19H23NO3/c1-3-9-20-10-8-19-7-6-14(21)11-16(19)23-18-15(22-2)5-4-13(12-20)17(18)19/h3-7,14,16,21H,1,8-12H2,2H3/t14-,16-,19-/m0/s1
SMILES:  C=CCN1CC[C@@]23c4c(C1)ccc(c4O[C@H]3C[C@H](C=C2)O)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL399515
PubChem CID:   44447598
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000279] Alkaloids and derivatives
      • [CHEMONTID:0001775] Amaryllidaceae alkaloids
        • [CHEMONTID:0004128] Galanthamine-type amaryllidaceae alkaloids

*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
NPO25694 Leucojum aestivum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[18356045]
NPO25694 Leucojum aestivum Species Amaryllidaceae Eukaryota n.a. Turkey n.a. PMID[19299148]
NPO25694 Leucojum aestivum Species Amaryllidaceae Eukaryota n.a. stem n.a. PMID[20066175]
NPO25694 Leucojum aestivum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[25061748]
NPO25694 Leucojum aestivum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25694 Leucojum aestivum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25694 Leucojum aestivum Species Amaryllidaceae 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
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus IC50 = 180.0 nM PMID[541829]

☑ 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 NPC40389 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
1.0 High Similarity NPC148014
1.0 High Similarity NPC65490
1.0 High Similarity NPC315707
1.0 High Similarity NPC78359
0.9733 High Similarity NPC18402
0.9732 High Similarity NPC129603
0.9605 High Similarity NPC293871
0.9605 High Similarity NPC124433
0.8812 High Similarity NPC284842
0.8634 High Similarity NPC124657
0.8544 High Similarity NPC147091
0.8544 High Similarity NPC323443
0.8544 High Similarity NPC180756
0.8519 High Similarity NPC476002
0.8462 Intermediate Similarity NPC274026
0.8438 Intermediate Similarity NPC92191
0.8438 Intermediate Similarity NPC59028
0.8415 Intermediate Similarity NPC83198
0.8415 Intermediate Similarity NPC204908
0.8385 Intermediate Similarity NPC249274
0.8313 Intermediate Similarity NPC477640
0.8313 Intermediate Similarity NPC225597
0.8313 Intermediate Similarity NPC470739
0.8303 Intermediate Similarity NPC82533
0.8303 Intermediate Similarity NPC266176
0.8303 Intermediate Similarity NPC290759
0.8303 Intermediate Similarity NPC158148
0.8303 Intermediate Similarity NPC475686
0.8303 Intermediate Similarity NPC58766
0.8284 Intermediate Similarity NPC244554
0.8272 Intermediate Similarity NPC97072
0.8272 Intermediate Similarity NPC215829
0.8272 Intermediate Similarity NPC205167
0.8269 Intermediate Similarity NPC476151
0.8263 Intermediate Similarity NPC152680
0.8263 Intermediate Similarity NPC232386
0.8263 Intermediate Similarity NPC190783
0.8253 Intermediate Similarity NPC474475
0.8239 Intermediate Similarity NPC133011
0.8239 Intermediate Similarity NPC82285
0.8214 Intermediate Similarity NPC49353
0.8166 Intermediate Similarity NPC474470
0.8165 Intermediate Similarity NPC103379
0.8165 Intermediate Similarity NPC477565
0.8155 Intermediate Similarity NPC2314
0.8144 Intermediate Similarity NPC75958
0.8141 Intermediate Similarity NPC185838
0.8141 Intermediate Similarity NPC130926
0.8133 Intermediate Similarity NPC100566
0.8133 Intermediate Similarity NPC150879
0.8092 Intermediate Similarity NPC301050
0.8092 Intermediate Similarity NPC131204
0.8075 Intermediate Similarity NPC475557
0.8061 Intermediate Similarity NPC320104
0.8054 Intermediate Similarity NPC160193
0.8049 Intermediate Similarity NPC4304
0.8038 Intermediate Similarity NPC179825
0.8038 Intermediate Similarity NPC191376
0.8038 Intermediate Similarity NPC321505
0.8036 Intermediate Similarity NPC329911
0.8036 Intermediate Similarity NPC311991
0.8025 Intermediate Similarity NPC78733
0.8024 Intermediate Similarity NPC181653
0.8024 Intermediate Similarity NPC190332
0.8024 Intermediate Similarity NPC252960
0.8023 Intermediate Similarity NPC305847
0.8012 Intermediate Similarity NPC15919
0.8 Intermediate Similarity NPC187678
0.8 Intermediate Similarity NPC60186
0.7989 Intermediate Similarity NPC9867
0.7988 Intermediate Similarity NPC476331
0.7987 Intermediate Similarity NPC135538
0.7987 Intermediate Similarity NPC37144
0.7987 Intermediate Similarity NPC428
0.7987 Intermediate Similarity NPC24233
0.7987 Intermediate Similarity NPC246587
0.7987 Intermediate Similarity NPC476571
0.7987 Intermediate Similarity NPC59907
0.7987 Intermediate Similarity NPC147390
0.7977 Intermediate Similarity NPC302449
0.7976 Intermediate Similarity NPC160570
0.7975 Intermediate Similarity NPC473934
0.7965 Intermediate Similarity NPC126284
0.7964 Intermediate Similarity NPC264850
0.7964 Intermediate Similarity NPC13916
0.7953 Intermediate Similarity NPC237044
0.7952 Intermediate Similarity NPC233650
0.7952 Intermediate Similarity NPC218614
0.7935 Intermediate Similarity NPC314682
0.7919 Intermediate Similarity NPC172403
0.7914 Intermediate Similarity NPC184026
0.7914 Intermediate Similarity NPC2413
0.7914 Intermediate Similarity NPC193949
0.7914 Intermediate Similarity NPC127674
0.7914 Intermediate Similarity NPC278799
0.7914 Intermediate Similarity NPC204828
0.7914 Intermediate Similarity NPC189266
0.7914 Intermediate Similarity NPC276588
0.7914 Intermediate Similarity NPC54379
0.7914 Intermediate Similarity NPC249797
0.7914 Intermediate Similarity NPC5238
0.7914 Intermediate Similarity NPC39701
0.7914 Intermediate Similarity NPC469817
0.7914 Intermediate Similarity NPC207757
0.7914 Intermediate Similarity NPC172765
0.7914 Intermediate Similarity NPC110416
0.7914 Intermediate Similarity NPC295691
0.7907 Intermediate Similarity NPC118633
0.7907 Intermediate Similarity NPC474325
0.7907 Intermediate Similarity NPC294790
0.7907 Intermediate Similarity NPC148693
0.7904 Intermediate Similarity NPC247972
0.7904 Intermediate Similarity NPC134858
0.7904 Intermediate Similarity NPC24465
0.7901 Intermediate Similarity NPC148898
0.7895 Intermediate Similarity NPC304675
0.7885 Intermediate Similarity NPC328750
0.7885 Intermediate Similarity NPC213206
0.7885 Intermediate Similarity NPC188163
0.7885 Intermediate Similarity NPC474915
0.7882 Intermediate Similarity NPC65403
0.7874 Intermediate Similarity NPC248642
0.787 Intermediate Similarity NPC470324
0.7866 Intermediate Similarity NPC37205
0.7866 Intermediate Similarity NPC160931
0.7861 Intermediate Similarity NPC474745
0.7861 Intermediate Similarity NPC99179
0.7857 Intermediate Similarity NPC7018
0.7853 Intermediate Similarity NPC206900
0.7853 Intermediate Similarity NPC477564
0.7853 Intermediate Similarity NPC2295
0.7849 Intermediate Similarity NPC241704
0.7831 Intermediate Similarity NPC165797
0.7829 Intermediate Similarity NPC474746
0.7829 Intermediate Similarity NPC475981
0.7829 Intermediate Similarity NPC156576
0.7826 Intermediate Similarity NPC207824
0.7826 Intermediate Similarity NPC60538
0.7818 Intermediate Similarity NPC475326
0.7816 Intermediate Similarity NPC286119
0.7812 Intermediate Similarity NPC16107
0.7812 Intermediate Similarity NPC210437
0.7812 Intermediate Similarity NPC476144
0.7812 Intermediate Similarity NPC51957
0.7812 Intermediate Similarity NPC106295
0.7811 Intermediate Similarity NPC210140
0.7811 Intermediate Similarity NPC298186
0.7811 Intermediate Similarity NPC306555
0.7811 Intermediate Similarity NPC474931
0.7811 Intermediate Similarity NPC12053
0.7811 Intermediate Similarity NPC145832
0.7811 Intermediate Similarity NPC81218
0.7811 Intermediate Similarity NPC158376
0.7811 Intermediate Similarity NPC117188
0.7811 Intermediate Similarity NPC205421
0.7811 Intermediate Similarity NPC301189
0.7805 Intermediate Similarity NPC244112
0.7798 Intermediate Similarity NPC169743
0.7798 Intermediate Similarity NPC196447
0.7798 Intermediate Similarity NPC96603
0.7798 Intermediate Similarity NPC136508
0.7798 Intermediate Similarity NPC78222
0.7798 Intermediate Similarity NPC212794
0.7798 Intermediate Similarity NPC238530
0.7798 Intermediate Similarity NPC13504
0.7798 Intermediate Similarity NPC232514
0.7798 Intermediate Similarity NPC276944
0.7798 Intermediate Similarity NPC76116
0.7798 Intermediate Similarity NPC477563
0.7798 Intermediate Similarity NPC306843
0.7798 Intermediate Similarity NPC253043
0.7778 Intermediate Similarity NPC151895
0.7778 Intermediate Similarity NPC220858
0.7778 Intermediate Similarity NPC18842
0.7778 Intermediate Similarity NPC192768
0.7778 Intermediate Similarity NPC88249
0.7778 Intermediate Similarity NPC97221
0.7771 Intermediate Similarity NPC223690
0.7771 Intermediate Similarity NPC239824
0.7771 Intermediate Similarity NPC181796
0.7771 Intermediate Similarity NPC290005
0.7771 Intermediate Similarity NPC217748
0.7771 Intermediate Similarity NPC258657
0.7771 Intermediate Similarity NPC290582
0.7771 Intermediate Similarity NPC222661
0.7771 Intermediate Similarity NPC328155
0.7771 Intermediate Similarity NPC279228
0.7771 Intermediate Similarity NPC229373
0.7771 Intermediate Similarity NPC251735
0.7771 Intermediate Similarity NPC15414
0.7771 Intermediate Similarity NPC42663
0.7771 Intermediate Similarity NPC185639
0.7771 Intermediate Similarity NPC271013
0.7771 Intermediate Similarity NPC104196
0.7771 Intermediate Similarity NPC54654
0.7771 Intermediate Similarity NPC90998
0.7771 Intermediate Similarity NPC118804
0.7771 Intermediate Similarity NPC182052
0.7771 Intermediate Similarity NPC7715
0.7771 Intermediate Similarity NPC49075

  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 NPC40389 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
1.0 High Similarity NPD2563 Approved
1.0 High Similarity NPD2560 Approved
0.9608 High Similarity NPD6071 Discontinued
0.858 High Similarity NPD2969 Approved
0.858 High Similarity NPD2970 Approved
0.8415 Intermediate Similarity NPD27 Approved
0.8415 Intermediate Similarity NPD2489 Approved
0.8405 Intermediate Similarity NPD3051 Approved
0.8272 Intermediate Similarity NPD7833 Phase 2
0.8272 Intermediate Similarity NPD7831 Phase 2
0.8272 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.8187 Intermediate Similarity NPD4772 Phase 2
0.8187 Intermediate Similarity NPD4773 Phase 2
0.8023 Intermediate Similarity NPD7312 Approved
0.8023 Intermediate Similarity NPD7313 Approved
0.8023 Intermediate Similarity NPD7311 Approved
0.8023 Intermediate Similarity NPD7310 Approved
0.7977 Intermediate Similarity NPD7309 Approved
0.7976 Intermediate Similarity NPD4481 Phase 3
0.7943 Intermediate Similarity NPD7906 Approved
0.7919 Intermediate Similarity NPD4578 Approved
0.7919 Intermediate Similarity NPD4577 Approved
0.7886 Intermediate Similarity NPD4663 Approved
0.7885 Intermediate Similarity NPD4664 Clinical (unspecified phase)
0.787 Intermediate Similarity NPD2898 Approved
0.7867 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7866 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.7848 Intermediate Similarity NPD5241 Discontinued
0.7834 Intermediate Similarity NPD4237 Approved
0.7834 Intermediate Similarity NPD4236 Phase 3
0.7812 Intermediate Similarity NPD4584 Approved
0.7806 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7806 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD2238 Phase 2
0.7771 Intermediate Similarity NPD8053 Approved
0.7771 Intermediate Similarity NPD8054 Approved
0.7758 Intermediate Similarity NPD5773 Approved
0.7758 Intermediate Similarity NPD5772 Approved
0.7733 Intermediate Similarity NPD8156 Discontinued
0.7722 Intermediate Similarity NPD5177 Phase 3
0.7722 Intermediate Similarity NPD3060 Approved
0.7716 Intermediate Similarity NPD6031 Approved
0.7716 Intermediate Similarity NPD6030 Approved
0.7716 Intermediate Similarity NPD5976 Discontinued
0.7702 Intermediate Similarity NPD4123 Phase 3
0.7702 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD8252 Approved
0.7674 Intermediate Similarity NPD8251 Approved
0.7674 Intermediate Similarity NPD8099 Discontinued
0.7669 Intermediate Similarity NPD3687 Approved
0.7669 Intermediate Similarity NPD3686 Approved
0.7669 Intermediate Similarity NPD4210 Discontinued
0.7643 Intermediate Similarity NPD2161 Phase 2
0.7625 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.761 Intermediate Similarity NPD4162 Approved
0.7593 Intermediate Similarity NPD1424 Approved
0.7582 Intermediate Similarity NPD2669 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD7124 Phase 2
0.7576 Intermediate Similarity NPD4678 Approved
0.7576 Intermediate Similarity NPD4675 Approved
0.756 Intermediate Similarity NPD4581 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD2488 Approved
0.7556 Intermediate Similarity NPD2490 Approved
0.7529 Intermediate Similarity NPD3365 Discontinued
0.7516 Intermediate Similarity NPD6896 Approved
0.7516 Intermediate Similarity NPD2677 Approved
0.7516 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD6895 Approved
0.7515 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD2971 Approved
0.7514 Intermediate Similarity NPD2968 Approved
0.7484 Intermediate Similarity NPD1375 Discontinued
0.7484 Intermediate Similarity NPD2674 Phase 3
0.7469 Intermediate Similarity NPD6666 Approved
0.7469 Intermediate Similarity NPD6667 Approved
0.7456 Intermediate Similarity NPD6788 Approved
0.7453 Intermediate Similarity NPD6331 Phase 2
0.7446 Intermediate Similarity NPD2973 Approved
0.7446 Intermediate Similarity NPD2975 Approved
0.7446 Intermediate Similarity NPD2974 Approved
0.7439 Intermediate Similarity NPD6090 Discontinued
0.7438 Intermediate Similarity NPD1372 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD7153 Discontinued
0.7425 Intermediate Similarity NPD6072 Discontinued
0.7412 Intermediate Similarity NPD4055 Discovery
0.741 Intermediate Similarity NPD4017 Approved
0.7407 Intermediate Similarity NPD3692 Discontinued
0.7405 Intermediate Similarity NPD6111 Discontinued
0.7394 Intermediate Similarity NPD3641 Approved
0.7394 Intermediate Similarity NPD3640 Phase 3
0.7394 Intermediate Similarity NPD3639 Approved
0.7381 Intermediate Similarity NPD5720 Discontinued
0.738 Intermediate Similarity NPD3450 Approved
0.738 Intermediate Similarity NPD3452 Approved
0.738 Intermediate Similarity NPD2493 Approved
0.738 Intermediate Similarity NPD2494 Approved
0.7378 Intermediate Similarity NPD7019 Approved
0.7378 Intermediate Similarity NPD7020 Approved
0.7372 Intermediate Similarity NPD4475 Approved
0.7372 Intermediate Similarity NPD4474 Approved
0.7362 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD3057 Approved
0.7337 Intermediate Similarity NPD2978 Approved
0.7337 Intermediate Similarity NPD2977 Approved
0.7333 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD4580 Approved
0.7326 Intermediate Similarity NPD7201 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD3445 Approved
0.7315 Intermediate Similarity NPD3444 Approved
0.7315 Intermediate Similarity NPD3443 Approved
0.7308 Intermediate Similarity NPD5718 Phase 2
0.7308 Intermediate Similarity NPD3144 Approved
0.7308 Intermediate Similarity NPD3145 Approved
0.7297 Intermediate Similarity NPD7667 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD5709 Phase 3
0.7267 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD4583 Approved
0.7263 Intermediate Similarity NPD4582 Approved
0.7249 Intermediate Similarity NPD2972 Approved
0.7249 Intermediate Similarity NPD3533 Approved
0.7241 Intermediate Similarity NPD4010 Discontinued
0.7239 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD2233 Approved
0.7237 Intermediate Similarity NPD2230 Approved
0.7237 Intermediate Similarity NPD2232 Approved
0.7233 Intermediate Similarity NPD2157 Approved
0.7229 Intermediate Similarity NPD7526 Approved
0.7229 Intermediate Similarity NPD52 Approved
0.7229 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD7296 Approved
0.7226 Intermediate Similarity NPD1712 Approved
0.7225 Intermediate Similarity NPD4666 Phase 3
0.7222 Intermediate Similarity NPD7037 Approved
0.7222 Intermediate Similarity NPD2170 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD4002 Approved
0.7211 Intermediate Similarity NPD4004 Approved
0.7202 Intermediate Similarity NPD6523 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD4005 Discontinued
0.7195 Intermediate Similarity NPD5160 Discontinued
0.7186 Intermediate Similarity NPD2122 Discontinued
0.7186 Intermediate Similarity NPD6662 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD6107 Approved
0.7176 Intermediate Similarity NPD7298 Approved
0.7174 Intermediate Similarity NPD5525 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD3398 Discontinued
0.7158 Intermediate Similarity NPD3448 Approved
0.7158 Intermediate Similarity NPD2491 Approved
0.7152 Intermediate Similarity NPD2667 Approved
0.7152 Intermediate Similarity NPD2668 Approved
0.7143 Intermediate Similarity NPD2156 Approved
0.7143 Intermediate Similarity NPD2155 Approved
0.7143 Intermediate Similarity NPD2154 Approved
0.7135 Intermediate Similarity NPD4873 Discontinued
0.7134 Intermediate Similarity NPD6748 Discontinued
0.7128 Intermediate Similarity NPD4420 Approved
0.7126 Intermediate Similarity NPD3647 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD2041 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD5677 Discontinued
0.7126 Intermediate Similarity NPD2042 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD3054 Approved
0.7125 Intermediate Similarity NPD3052 Approved
0.711 Intermediate Similarity NPD5604 Discontinued
0.7108 Intermediate Similarity NPD7213 Phase 3
0.7108 Intermediate Similarity NPD7212 Phase 2
0.7108 Intermediate Similarity NPD1774 Approved
0.7102 Intermediate Similarity NPD6688 Approved
0.7102 Intermediate Similarity NPD6687 Approved
0.7099 Intermediate Similarity NPD4477 Approved
0.7099 Intermediate Similarity NPD4476 Approved
0.7095 Intermediate Similarity NPD1791 Approved
0.7095 Intermediate Similarity NPD1793 Approved
0.7089 Intermediate Similarity NPD2028 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD2200 Suspended
0.7081 Intermediate Similarity NPD3808 Clinical (unspecified phase)
0.7072 Intermediate Similarity NPD7549 Discontinued
0.7066 Intermediate Similarity NPD7447 Phase 1
0.7059 Intermediate Similarity NPD6876 Approved
0.7059 Intermediate Similarity NPD6875 Approved
0.7055 Intermediate Similarity NPD3656 Approved
0.7051 Intermediate Similarity NPD6584 Phase 3
0.7051 Intermediate Similarity NPD7905 Discontinued
0.7045 Intermediate Similarity NPD4166 Phase 2
0.7039 Intermediate Similarity NPD6042 Phase 2
0.7039 Intermediate Similarity NPD1751 Approved
0.7039 Intermediate Similarity NPD42 Phase 2
0.7037 Intermediate Similarity NPD1753 Discontinued
0.7035 Intermediate Similarity NPD4585 Approved
0.703 Intermediate Similarity NPD7466 Approved
0.7025 Intermediate Similarity NPD3027 Phase 3
0.7019 Intermediate Similarity NPD2653 Approved
0.7018 Intermediate Similarity NPD7110 Phase 1
0.7018 Intermediate Similarity NPD7109 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD5089 Approved
0.7018 Intermediate Similarity NPD5090 Approved
0.7017 Intermediate Similarity NPD3303 Discontinued
0.7011 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD2421 Approved
0.7006 Intermediate Similarity NPD2420 Approved
0.7006 Intermediate Similarity NPD6087 Phase 1

  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