Structure

Physi-Chem Properties

Molecular Weight:  204.09
Volume:  208.091
LogP:  -1.234
LogD:  0.069
LogS:  -1.764
# Rotatable Bonds:  3
TPSA:  79.11
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.701
Synthetic Accessibility Score:  2.301
Fsp3:  0.182
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:  -5.166
MDCK Permeability:  1.799100573407486e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.101
Human Intestinal Absorption (HIA):  0.01
20% Bioavailability (F20%):  0.001
30% Bioavailability (F30%):  0.001

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.765
Plasma Protein Binding (PPB):  33.6124153137207%
Volume Distribution (VD):  0.356
Pgp-substrate:  70.83013153076172%

ADMET: Metabolism

CYP1A2-inhibitor:  0.126
CYP1A2-substrate:  0.079
CYP2C19-inhibitor:  0.068
CYP2C19-substrate:  0.062
CYP2C9-inhibitor:  0.012
CYP2C9-substrate:  0.659
CYP2D6-inhibitor:  0.089
CYP2D6-substrate:  0.549
CYP3A4-inhibitor:  0.019
CYP3A4-substrate:  0.058

ADMET: Excretion

Clearance (CL):  11.879
Half-life (T1/2):  0.873

ADMET: Toxicity

hERG Blockers:  0.084
Human Hepatotoxicity (H-HT):  0.085
Drug-inuced Liver Injury (DILI):  0.023
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.871
Maximum Recommended Daily Dose:  0.059
Skin Sensitization:  0.372
Carcinogencity:  0.111
Eye Corrosion:  0.005
Eye Irritation:  0.072
Respiratory Toxicity:  0.243

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Structure MOL file  
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Similar NPs/Drugs  

  Natural Product: NPC110500

Natural Product ID:  NPC110500
Common Name*:   Dl-Tryptophan
IUPAC Name:   2-amino-3-(1H-indol-3-yl)propanoic acid
Synonyms:   DL-Tryptophan
Standard InCHIKey:  QIVBCDIJIAJPQS-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)
SMILES:  c1ccc2c(c1)c(CC(C(=O)O)N)c[nH]2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL484901
PubChem CID:   1148
4099458
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000211] Indoles and derivatives
        • [CHEMONTID:0001290] Indolyl carboxylic 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
NPO21027 Daphnia magna Species Daphniidae Eukaryota n.a. n.a. n.a. PMID[20117838]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24813739]
NPO21027 Daphnia magna Species Daphniidae Eukaryota n.a. n.a. n.a. Database[Article]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21027 Daphnia magna Species Daphniidae 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
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 15166.6 nM PubChem BioAssay data set
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 39810.7 nM PMID[460273]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 22387.2 nM PMID[460273]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 12589.3 nM PMID[460273]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 3741.11 nM PMID[460275]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 204173.79 nM PMID[460275]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 13931.57 nM PMID[460275]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 230674.72 nM PMID[460275]
NPT572 Cell Line DMS-273 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT573 Cell Line M19-MEL Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT574 Cell Line XF498 Homo sapiens GI50 n.a. 2999.16 nM PMID[460275]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT168 Cell Line P388 Mus musculus GI50 n.a. 269153.48 nM PMID[460275]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT575 Cell Line KM-20L2 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 64565.42 nM PMID[460275]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT576 Cell Line DMS-114 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT552 Cell Line P388/ADR Mus musculus GI50 n.a. 299916.25 nM PMID[460275]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT578 Cell Line SNB-78 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT579 Cell Line DLD-1 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 29991.63 nM PMID[460275]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT732 Cell Line HOP-18 Homo sapiens GI50 n.a. 54075.43 nM PMID[460275]
NPT738 Cell Line SN12K1 Homo sapiens GI50 n.a. 299916.25 nM PMID[460275]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 29092.9 nM PMID[460276]
NPT2 Others Unspecified Potency n.a. 84.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1073.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 134 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21239.2 nM PubChem BioAssay data set
NPT792 Individual Protein Arachidonate 15-lipoxygenase Homo sapiens Potency = 7943.3 nM PMID[460273]
NPT699 Individual Protein UDP-glucuronosyltransferase 1-10 Homo sapiens Activity = 0.0 pm/min/mg PMID[460274]
NPT903 Individual Protein UDP-glucuronosyltransferase 1-7 Homo sapiens Activity = 0.0 pm/min/mg PMID[460274]
NPT35 Others n.a. pKa n.a. 2.3 n.a. PMID[460277]
NPT35 Others n.a. pKa n.a. 9.3 n.a. PMID[460277]
NPT35 Others n.a. LogD7.4 n.a. -1.17 n.a. PMID[460278]
NPT2 Others Unspecified Inhibition = 5.5 % PMID[460279]

☑ 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 NPC110500 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 NPC149155
1.0 High Similarity NPC203468
0.9936 High Similarity NPC267885
0.9811 High Similarity NPC283219
0.9811 High Similarity NPC248041
0.9811 High Similarity NPC126709
0.9744 High Similarity NPC78020
0.9503 High Similarity NPC14113
0.9503 High Similarity NPC84827
0.9503 High Similarity NPC145885
0.9455 High Similarity NPC235684
0.9341 High Similarity NPC321708
0.9325 High Similarity NPC55772
0.9264 High Similarity NPC111275
0.9057 High Similarity NPC279918
0.903 High Similarity NPC217372
0.903 High Similarity NPC183662
0.903 High Similarity NPC15573
0.9017 High Similarity NPC179701
0.9 High Similarity NPC282231
0.8994 High Similarity NPC315555
0.8976 High Similarity NPC219336
0.8976 High Similarity NPC213468
0.8966 High Similarity NPC262898
0.8882 High Similarity NPC62749
0.8834 High Similarity NPC160105
0.8834 High Similarity NPC54988
0.8834 High Similarity NPC474561
0.8834 High Similarity NPC49954
0.8814 High Similarity NPC45459
0.8814 High Similarity NPC315491
0.878 High Similarity NPC63751
0.8757 High Similarity NPC71037
0.8721 High Similarity NPC17059
0.8655 High Similarity NPC228835
0.8639 High Similarity NPC11126
0.8625 High Similarity NPC259644
0.8625 High Similarity NPC469763
0.8625 High Similarity NPC469760
0.8625 High Similarity NPC73952
0.8625 High Similarity NPC469765
0.8625 High Similarity NPC469786
0.8625 High Similarity NPC25008
0.8623 High Similarity NPC314603
0.8619 High Similarity NPC473376
0.8611 High Similarity NPC476874
0.8598 High Similarity NPC194640
0.8588 High Similarity NPC469896
0.858 High Similarity NPC469762
0.8571 High Similarity NPC212376
0.8571 High Similarity NPC70922
0.8571 High Similarity NPC211572
0.8571 High Similarity NPC75540
0.8571 High Similarity NPC80597
0.8563 High Similarity NPC213629
0.8539 High Similarity NPC272483
0.8528 High Similarity NPC230869
0.8519 High Similarity NPC469785
0.8514 High Similarity NPC83111
0.8481 Intermediate Similarity NPC314372
0.8471 Intermediate Similarity NPC59269
0.8471 Intermediate Similarity NPC190296
0.8448 Intermediate Similarity NPC94752
0.8444 Intermediate Similarity NPC293917
0.8432 Intermediate Similarity NPC478158
0.84 Intermediate Similarity NPC278434
0.8398 Intermediate Similarity NPC213308
0.8389 Intermediate Similarity NPC171317
0.8382 Intermediate Similarity NPC469358
0.8373 Intermediate Similarity NPC311276
0.8365 Intermediate Similarity NPC159856
0.8364 Intermediate Similarity NPC131718
0.8363 Intermediate Similarity NPC248454
0.8333 Intermediate Similarity NPC227582
0.8333 Intermediate Similarity NPC165495
0.8324 Intermediate Similarity NPC233936
0.8305 Intermediate Similarity NPC154339
0.8298 Intermediate Similarity NPC207020
0.8268 Intermediate Similarity NPC88315
0.8254 Intermediate Similarity NPC54744
0.8254 Intermediate Similarity NPC229348
0.8245 Intermediate Similarity NPC82370
0.8232 Intermediate Similarity NPC156704
0.8222 Intermediate Similarity NPC202812
0.8211 Intermediate Similarity NPC313640
0.8211 Intermediate Similarity NPC478157
0.8205 Intermediate Similarity NPC96102
0.8197 Intermediate Similarity NPC252338
0.8187 Intermediate Similarity NPC67288
0.8187 Intermediate Similarity NPC131887
0.8182 Intermediate Similarity NPC285469
0.8177 Intermediate Similarity NPC11445
0.8171 Intermediate Similarity NPC163055
0.8167 Intermediate Similarity NPC267343
0.8161 Intermediate Similarity NPC91179
0.816 Intermediate Similarity NPC24678
0.816 Intermediate Similarity NPC105818
0.8155 Intermediate Similarity NPC102423
0.8155 Intermediate Similarity NPC40779
0.8153 Intermediate Similarity NPC105127
0.8153 Intermediate Similarity NPC84911
0.8148 Intermediate Similarity NPC471957
0.8146 Intermediate Similarity NPC175474
0.814 Intermediate Similarity NPC469938
0.8128 Intermediate Similarity NPC88008
0.8128 Intermediate Similarity NPC54420
0.8122 Intermediate Similarity NPC157828
0.8122 Intermediate Similarity NPC195239
0.8118 Intermediate Similarity NPC201700
0.8108 Intermediate Similarity NPC476073
0.8108 Intermediate Similarity NPC193761
0.8105 Intermediate Similarity NPC75634
0.809 Intermediate Similarity NPC317030
0.8089 Intermediate Similarity NPC261195
0.8089 Intermediate Similarity NPC29886
0.8087 Intermediate Similarity NPC473640
0.8083 Intermediate Similarity NPC281049
0.8056 Intermediate Similarity NPC138370
0.8054 Intermediate Similarity NPC475506
0.805 Intermediate Similarity NPC110126
0.805 Intermediate Similarity NPC73767
0.8043 Intermediate Similarity NPC100321
0.8042 Intermediate Similarity NPC162860
0.8034 Intermediate Similarity NPC474707
0.8032 Intermediate Similarity NPC323927
0.8011 Intermediate Similarity NPC155143
0.8 Intermediate Similarity NPC469779
0.8 Intermediate Similarity NPC42372
0.8 Intermediate Similarity NPC216713
0.8 Intermediate Similarity NPC470497
0.8 Intermediate Similarity NPC469783
0.8 Intermediate Similarity NPC279081
0.8 Intermediate Similarity NPC469768
0.8 Intermediate Similarity NPC469784
0.8 Intermediate Similarity NPC248462
0.8 Intermediate Similarity NPC469767
0.8 Intermediate Similarity NPC469761
0.8 Intermediate Similarity NPC469780
0.7989 Intermediate Similarity NPC306376
0.7989 Intermediate Similarity NPC204565
0.7988 Intermediate Similarity NPC16667
0.7978 Intermediate Similarity NPC163421
0.7978 Intermediate Similarity NPC280290
0.7978 Intermediate Similarity NPC314002
0.7978 Intermediate Similarity NPC188387
0.7978 Intermediate Similarity NPC15102
0.7968 Intermediate Similarity NPC476098
0.7966 Intermediate Similarity NPC220765
0.7956 Intermediate Similarity NPC473763
0.7956 Intermediate Similarity NPC117244
0.795 Intermediate Similarity NPC469766
0.7949 Intermediate Similarity NPC82295
0.7946 Intermediate Similarity NPC74413
0.7944 Intermediate Similarity NPC173028
0.7944 Intermediate Similarity NPC65215
0.7943 Intermediate Similarity NPC284775
0.7943 Intermediate Similarity NPC64436
0.7923 Intermediate Similarity NPC294693
0.7921 Intermediate Similarity NPC477003
0.7921 Intermediate Similarity NPC204717
0.7917 Intermediate Similarity NPC471194
0.7917 Intermediate Similarity NPC471193
0.7912 Intermediate Similarity NPC477167
0.7912 Intermediate Similarity NPC473342
0.7904 Intermediate Similarity NPC207726
0.7901 Intermediate Similarity NPC329858
0.7901 Intermediate Similarity NPC314333
0.7892 Intermediate Similarity NPC52557
0.7892 Intermediate Similarity NPC470499
0.7892 Intermediate Similarity NPC50503
0.7889 Intermediate Similarity NPC46580
0.7888 Intermediate Similarity NPC230002
0.7874 Intermediate Similarity NPC313791
0.787 Intermediate Similarity NPC135141
0.787 Intermediate Similarity NPC92796
0.7869 Intermediate Similarity NPC472210
0.7869 Intermediate Similarity NPC247735
0.7869 Intermediate Similarity NPC81802
0.7869 Intermediate Similarity NPC472295
0.7869 Intermediate Similarity NPC269886
0.7865 Intermediate Similarity NPC72956
0.7861 Intermediate Similarity NPC300183
0.7853 Intermediate Similarity NPC223791
0.7853 Intermediate Similarity NPC107077
0.7845 Intermediate Similarity NPC102338
0.7845 Intermediate Similarity NPC63199
0.7845 Intermediate Similarity NPC111602
0.7845 Intermediate Similarity NPC196251
0.7844 Intermediate Similarity NPC200214
0.7841 Intermediate Similarity NPC151939
0.7833 Intermediate Similarity NPC171171
0.7829 Intermediate Similarity NPC293216
0.7824 Intermediate Similarity NPC153980
0.7824 Intermediate Similarity NPC118940
0.7824 Intermediate Similarity NPC6865
0.7819 Intermediate Similarity NPC260900
0.7819 Intermediate Similarity NPC57398
0.7816 Intermediate Similarity NPC470498
0.7814 Intermediate Similarity NPC472292
0.7814 Intermediate Similarity NPC47190

  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 NPC110500 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 NPD482 Approved
0.981 High Similarity NPD749 Clinical (unspecified phase)
0.963 High Similarity NPD2094 Phase 2
0.963 High Similarity NPD2095 Phase 2
0.963 High Similarity NPD2092 Phase 2
0.9571 High Similarity NPD2096 Phase 2
0.9571 High Similarity NPD2091 Phase 2
0.956 High Similarity NPD750 Phase 2
0.9273 High Similarity NPD5728 Clinical (unspecified phase)
0.8814 High Similarity NPD484 Approved
0.8727 High Similarity NPD4184 Clinical (unspecified phase)
0.847 Intermediate Similarity NPD4862 Clinical (unspecified phase)
0.8444 Intermediate Similarity NPD7621 Clinical (unspecified phase)
0.8387 Intermediate Similarity NPD7998 Clinical (unspecified phase)
0.8387 Intermediate Similarity NPD7825 Clinical (unspecified phase)
0.8372 Intermediate Similarity NPD6595 Phase 3
0.8342 Intermediate Similarity NPD8013 Clinical (unspecified phase)
0.8342 Intermediate Similarity NPD7470 Discontinued
0.8315 Intermediate Similarity NPD5901 Discontinued
0.8293 Intermediate Similarity NPD276 Clinical (unspecified phase)
0.8207 Intermediate Similarity NPD8073 Approved
0.8205 Intermediate Similarity NPD198 Clinical (unspecified phase)
0.8165 Intermediate Similarity NPD786 Approved
0.8162 Intermediate Similarity NPD8072 Approved
0.815 Intermediate Similarity NPD2144 Approved
0.8118 Intermediate Similarity NPD2844 Phase 3
0.809 Intermediate Similarity NPD8431 Approved
0.8079 Intermediate Similarity NPD6610 Clinical (unspecified phase)
0.8077 Intermediate Similarity NPD7818 Clinical (unspecified phase)
0.8075 Intermediate Similarity NPD7958 Clinical (unspecified phase)
0.8075 Intermediate Similarity NPD7957 Phase 1
0.8046 Intermediate Similarity NPD6203 Clinical (unspecified phase)
0.8045 Intermediate Similarity NPD8110 Clinical (unspecified phase)
0.8035 Intermediate Similarity NPD5065 Approved
0.8032 Intermediate Similarity NPD8493 Clinical (unspecified phase)
0.8022 Intermediate Similarity NPD7618 Phase 3
0.8022 Intermediate Similarity NPD7619 Phase 3
0.8021 Intermediate Similarity NPD7970 Approved
0.8021 Intermediate Similarity NPD5426 Phase 3
0.8021 Intermediate Similarity NPD7971 Clinical (unspecified phase)
0.8021 Intermediate Similarity NPD8112 Clinical (unspecified phase)
0.8011 Intermediate Similarity NPD3038 Discontinued
0.8011 Intermediate Similarity NPD3178 Discontinued
0.8 Intermediate Similarity NPD7809 Clinical (unspecified phase)
0.7957 Intermediate Similarity NPD7903 Clinical (unspecified phase)
0.795 Intermediate Similarity NPD1722 Approved
0.7926 Intermediate Similarity NPD8272 Phase 2
0.7917 Intermediate Similarity NPD7594 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD4499 Approved
0.7846 Intermediate Similarity NPD5818 Discontinued
0.7826 Intermediate Similarity NPD7944 Discontinued
0.7821 Intermediate Similarity NPD6178 Phase 3
0.7821 Intermediate Similarity NPD3607 Clinical (unspecified phase)
0.7807 Intermediate Similarity NPD4600 Approved
0.7807 Intermediate Similarity NPD4601 Approved
0.7803 Intermediate Similarity NPD5069 Clinical (unspecified phase)
0.7801 Intermediate Similarity NPD7947 Clinical (unspecified phase)
0.7797 Intermediate Similarity NPD4076 Approved
0.7797 Intermediate Similarity NPD4079 Approved
0.7778 Intermediate Similarity NPD2121 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD2896 Discontinued
0.7759 Intermediate Similarity NPD1325 Approved
0.7759 Intermediate Similarity NPD1326 Approved
0.7755 Intermediate Similarity NPD8406 Clinical (unspecified phase)
0.7749 Intermediate Similarity NPD6838 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD7948 Phase 1
0.774 Intermediate Similarity NPD3505 Approved
0.774 Intermediate Similarity NPD3506 Approved
0.7725 Intermediate Similarity NPD5721 Clinical (unspecified phase)
0.7716 Intermediate Similarity NPD8405 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD4374 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD3100 Discontinued
0.7663 Intermediate Similarity NPD6630 Clinical (unspecified phase)
0.765 Intermediate Similarity NPD1534 Approved
0.7647 Intermediate Similarity NPD6664 Approved
0.7622 Intermediate Similarity NPD6665 Discontinued
0.7619 Intermediate Similarity NPD8248 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD2172 Phase 1
0.7617 Intermediate Similarity NPD2509 Approved
0.7617 Intermediate Similarity NPD2510 Approved
0.7596 Intermediate Similarity NPD3961 Discontinued
0.7584 Intermediate Similarity NPD4075 Phase 2
0.7581 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.7581 Intermediate Similarity NPD1038 Approved
0.7566 Intermediate Similarity NPD6661 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD8464 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD8093 Discontinued
0.7541 Intermediate Similarity NPD4426 Clinical (unspecified phase)
0.7528 Intermediate Similarity NPD5322 Clinical (unspecified phase)
0.7526 Intermediate Similarity NPD2305 Discontinued
0.7525 Intermediate Similarity NPD3389 Approved
0.7525 Intermediate Similarity NPD3394 Approved
0.7525 Intermediate Similarity NPD3393 Approved
0.7515 Intermediate Similarity NPD4462 Approved
0.7515 Intermediate Similarity NPD4463 Approved
0.7514 Intermediate Similarity NPD1403 Approved
0.7514 Intermediate Similarity NPD1404 Approved
0.75 Intermediate Similarity NPD8386 Phase 2
0.75 Intermediate Similarity NPD4948 Discontinued
0.7486 Intermediate Similarity NPD6375 Clinical (unspecified phase)
0.7473 Intermediate Similarity NPD6180 Clinical (unspecified phase)
0.746 Intermediate Similarity NPD5003 Discontinued
0.7451 Intermediate Similarity NPD7711 Discontinued
0.7447 Intermediate Similarity NPD4602 Approved
0.7444 Intermediate Similarity NPD7865 Approved
0.7443 Intermediate Similarity NPD5611 Phase 2
0.7435 Intermediate Similarity NPD4500 Approved
0.7435 Intermediate Similarity NPD4501 Approved
0.7433 Intermediate Similarity NPD5505 Discontinued
0.743 Intermediate Similarity NPD4128 Approved
0.743 Intermediate Similarity NPD4736 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD2837 Discontinued
0.7424 Intermediate Similarity NPD8094 Discontinued
0.7418 Intermediate Similarity NPD4383 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD5934 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD1592 Phase 3
0.7405 Intermediate Similarity NPD3486 Clinical (unspecified phase)
0.7401 Intermediate Similarity NPD2185 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD4703 Approved
0.7396 Intermediate Similarity NPD4702 Approved
0.7394 Intermediate Similarity NPD802 Phase 2
0.7384 Intermediate Similarity NPD5257 Clinical (unspecified phase)
0.7382 Intermediate Similarity NPD7000 Clinical (unspecified phase)
0.7382 Intermediate Similarity NPD6999 Discontinued
0.738 Intermediate Similarity NPD2336 Approved
0.7377 Intermediate Similarity NPD4345 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD6987 Phase 1
0.7368 Intermediate Similarity NPD510 Phase 1
0.7366 Intermediate Similarity NPD7233 Approved
0.7366 Intermediate Similarity NPD7234 Approved
0.7366 Intermediate Similarity NPD7603 Discontinued
0.7354 Intermediate Similarity NPD4427 Phase 2
0.7348 Intermediate Similarity NPD4181 Approved
0.7345 Intermediate Similarity NPD2639 Approved
0.7345 Intermediate Similarity NPD2642 Approved
0.733 Intermediate Similarity NPD1631 Approved
0.733 Intermediate Similarity NPD7730 Approved
0.733 Intermediate Similarity NPD3323 Discontinued
0.733 Intermediate Similarity NPD7731 Approved
0.7326 Intermediate Similarity NPD2565 Phase 2
0.7326 Intermediate Similarity NPD2564 Approved
0.7321 Intermediate Similarity NPD7951 Approved
0.7321 Intermediate Similarity NPD7950 Approved
0.7321 Intermediate Similarity NPD7790 Approved
0.7321 Intermediate Similarity NPD751 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD7789 Approved
0.7321 Intermediate Similarity NPD7953 Approved
0.7321 Intermediate Similarity NPD7791 Approved
0.7321 Intermediate Similarity NPD7952 Approved
0.7317 Intermediate Similarity NPD7271 Approved
0.7303 Intermediate Similarity NPD2640 Approved
0.7303 Intermediate Similarity NPD4640 Approved
0.7303 Intermediate Similarity NPD4638 Approved
0.7303 Intermediate Similarity NPD4639 Approved
0.7303 Intermediate Similarity NPD2641 Approved
0.7302 Intermediate Similarity NPD1304 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD4326 Phase 2
0.7288 Intermediate Similarity NPD1568 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD2809 Approved
0.7273 Intermediate Similarity NPD972 Clinical (unspecified phase)
0.7268 Intermediate Similarity NPD5898 Approved
0.7268 Intermediate Similarity NPD5899 Approved
0.7268 Intermediate Similarity NPD5897 Approved
0.7268 Intermediate Similarity NPD6452 Discontinued
0.7263 Intermediate Similarity NPD1573 Approved
0.7263 Intermediate Similarity NPD1575 Approved
0.726 Intermediate Similarity NPD7824 Approved
0.7254 Intermediate Similarity NPD5043 Discontinued
0.7254 Intermediate Similarity NPD6479 Discontinued
0.725 Intermediate Similarity NPD992 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD991 Phase 2
0.7249 Intermediate Similarity NPD3404 Approved
0.7247 Intermediate Similarity NPD4174 Clinical (unspecified phase)
0.7245 Intermediate Similarity NPD7001 Phase 3
0.724 Intermediate Similarity NPD4397 Phase 1
0.7232 Intermediate Similarity NPD3583 Phase 2
0.7225 Intermediate Similarity NPD2307 Discontinued
0.7219 Intermediate Similarity NPD6141 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD7780 Approved
0.7212 Intermediate Similarity NPD7781 Approved
0.7207 Intermediate Similarity NPD7866 Approved
0.72 Intermediate Similarity NPD8458 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD4949 Discontinued
0.7194 Intermediate Similarity NPD2721 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD8098 Approved
0.7193 Intermediate Similarity NPD1661 Suspended
0.7191 Intermediate Similarity NPD5744 Clinical (unspecified phase)
0.7175 Intermediate Similarity NPD8026 Phase 1
0.7175 Intermediate Similarity NPD1853 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD7665 Phase 2
0.7172 Intermediate Similarity NPD7666 Phase 3
0.7169 Intermediate Similarity NPD201 Phase 2
0.7169 Intermediate Similarity NPD200 Phase 2
0.7166 Intermediate Similarity NPD6217 Discontinued
0.7164 Intermediate Similarity NPD8488 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD6165 Phase 2
0.7163 Intermediate Similarity NPD6164 Phase 2
0.7159 Intermediate Similarity NPD1630 Approved
0.7157 Intermediate Similarity NPD6732 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD7564 Discontinued

  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