Structure

Physi-Chem Properties

Molecular Weight:  121.09
Volume:  141.455
LogP:  1.534
LogD:  1.012
LogS:  0.386
# Rotatable Bonds:  2
TPSA:  12.03
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.623
Synthetic Accessibility Score:  1.271
Fsp3:  0.25
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.352
MDCK Permeability:  3.592742723412812e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.175
30% Bioavailability (F30%):  0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.76
Plasma Protein Binding (PPB):  14.794994354248047%
Volume Distribution (VD):  3.713
Pgp-substrate:  65.82679748535156%

ADMET: Metabolism

CYP1A2-inhibitor:  0.394
CYP1A2-substrate:  0.489
CYP2C19-inhibitor:  0.064
CYP2C19-substrate:  0.874
CYP2C9-inhibitor:  0.005
CYP2C9-substrate:  0.164
CYP2D6-inhibitor:  0.538
CYP2D6-substrate:  0.877
CYP3A4-inhibitor:  0.034
CYP3A4-substrate:  0.225

ADMET: Excretion

Clearance (CL):  10.281
Half-life (T1/2):  0.764

ADMET: Toxicity

hERG Blockers:  0.117
Human Hepatotoxicity (H-HT):  0.392
Drug-inuced Liver Injury (DILI):  0.048
AMES Toxicity:  0.03
Rat Oral Acute Toxicity:  0.87
Maximum Recommended Daily Dose:  0.406
Skin Sensitization:  0.651
Carcinogencity:  0.058
Eye Corrosion:  0.91
Eye Irritation:  0.341
Respiratory Toxicity:  0.95

Download Data

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

  Natural Product: NPC12857

Natural Product ID:  NPC12857
Common Name*:   N-Methylbenzylamine
IUPAC Name:   n.a.
Synonyms:   N-Benzylmethylamine
Standard InCHIKey:  RIWRFSMVIUAEBX-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H11N/c1-9-7-8-5-3-2-4-6-8/h2-6,9H,7H2,1H3
SMILES:  CNCc1ccccc1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0000185] Phenylmethylamines

*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
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. DOI[10.1016/0045-6535(91)90110-Y]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2004.07.004]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. retail stores, supermarkets and market stalls in Forssa and in the Helsinki area 2003–2005 DOI[10.1016/j.jfca.2006.05.007]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. 1996-Sep PMID[10352947]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15877880]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. Northeastern Regional Plant Introduction Station at Geneva 1966, 1967, and 1968 crop seasons PMID[18460139]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21800857]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. root n.a. PMID[21800857]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. exocarp n.a. PMID[21800857]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[2831703]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO163 Daucus carota Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Roots n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO163 Daucus carota Species Apiaceae 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
NPO163 NPC12857 Raw Root 1.6 1.6 1.6 mg/100g Database [DUKE]

☑ 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
NPT35 Others n.a. LogD = 0.86 n.a. PMID[517935]
NPT27 Others Unspecified Log K1 = -0.78 n.a. PMID[517935]
NPT27 Others Unspecified Log K-1 = -1.94 n.a. PMID[517935]
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC > 250000.0 nM PMID[517936]
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC99 > 100.0 ug ml-1 PMID[517936]

☑ 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 NPC12857 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
0.9315 High Similarity NPC98976
0.9189 High Similarity NPC139658
0.9189 High Similarity NPC271642
0.9028 High Similarity NPC219246
0.8987 High Similarity NPC169016
0.8816 High Similarity NPC325662
0.8816 High Similarity NPC98269
0.8765 High Similarity NPC258046
0.8514 High Similarity NPC229235
0.8421 Intermediate Similarity NPC122327
0.8421 Intermediate Similarity NPC113000
0.8421 Intermediate Similarity NPC112609
0.8395 Intermediate Similarity NPC104070
0.8312 Intermediate Similarity NPC276699
0.8276 Intermediate Similarity NPC469330
0.8182 Intermediate Similarity NPC299134
0.8101 Intermediate Similarity NPC290638
0.809 Intermediate Similarity NPC471319
0.809 Intermediate Similarity NPC471320
0.7978 Intermediate Similarity NPC108339
0.7978 Intermediate Similarity NPC329430
0.7952 Intermediate Similarity NPC119677
0.7821 Intermediate Similarity NPC244738
0.7667 Intermediate Similarity NPC322040
0.7647 Intermediate Similarity NPC133162
0.764 Intermediate Similarity NPC470926
0.7529 Intermediate Similarity NPC474088
0.75 Intermediate Similarity NPC231986
0.7386 Intermediate Similarity NPC473031
0.7361 Intermediate Similarity NPC269586
0.7326 Intermediate Similarity NPC134825
0.7283 Intermediate Similarity NPC7067
0.726 Intermediate Similarity NPC300345
0.726 Intermediate Similarity NPC212114
0.726 Intermediate Similarity NPC65873
0.726 Intermediate Similarity NPC120441
0.7222 Intermediate Similarity NPC277704
0.7222 Intermediate Similarity NPC470877
0.7222 Intermediate Similarity NPC149436
0.7162 Intermediate Similarity NPC8235
0.7143 Intermediate Similarity NPC74936
0.7143 Intermediate Similarity NPC121872
0.7143 Intermediate Similarity NPC141139
0.7143 Intermediate Similarity NPC78041
0.7143 Intermediate Similarity NPC209764
0.7143 Intermediate Similarity NPC471307
0.7143 Intermediate Similarity NPC159178
0.7123 Intermediate Similarity NPC198841
0.7111 Intermediate Similarity NPC111233
0.7111 Intermediate Similarity NPC30445
0.7067 Intermediate Similarity NPC169110
0.7067 Intermediate Similarity NPC147062
0.7013 Intermediate Similarity NPC50266
0.7 Intermediate Similarity NPC17497
0.7 Intermediate Similarity NPC60408
0.7 Intermediate Similarity NPC262295
0.7 Intermediate Similarity NPC305602
0.6989 Remote Similarity NPC473661
0.6977 Remote Similarity NPC475289
0.6977 Remote Similarity NPC475573
0.6974 Remote Similarity NPC150196
0.6974 Remote Similarity NPC135924
0.6974 Remote Similarity NPC310758
0.6974 Remote Similarity NPC248705
0.6974 Remote Similarity NPC54368
0.6974 Remote Similarity NPC210849
0.6974 Remote Similarity NPC238023
0.6939 Remote Similarity NPC239854
0.6939 Remote Similarity NPC291610
0.6939 Remote Similarity NPC327226
0.6933 Remote Similarity NPC64270
0.6933 Remote Similarity NPC36357
0.6933 Remote Similarity NPC114327
0.6915 Remote Similarity NPC471309
0.6883 Remote Similarity NPC29680
0.6848 Remote Similarity NPC173991
0.6848 Remote Similarity NPC176858
0.68 Remote Similarity NPC147000
0.68 Remote Similarity NPC150254
0.68 Remote Similarity NPC226778
0.68 Remote Similarity NPC304761
0.6795 Remote Similarity NPC88566
0.679 Remote Similarity NPC200936
0.6774 Remote Similarity NPC191444
0.6774 Remote Similarity NPC78154
0.6753 Remote Similarity NPC246588
0.6739 Remote Similarity NPC12429
0.6737 Remote Similarity NPC291070
0.6737 Remote Similarity NPC246757
0.6733 Remote Similarity NPC474695
0.6733 Remote Similarity NPC476198
0.6733 Remote Similarity NPC67043
0.6709 Remote Similarity NPC32312
0.6709 Remote Similarity NPC198023
0.6709 Remote Similarity NPC155172
0.6703 Remote Similarity NPC203076
0.6667 Remote Similarity NPC71009
0.6667 Remote Similarity NPC66517
0.6667 Remote Similarity NPC200745
0.6667 Remote Similarity NPC22786
0.6632 Remote Similarity NPC108800
0.663 Remote Similarity NPC53492
0.663 Remote Similarity NPC471638
0.6629 Remote Similarity NPC14326
0.6627 Remote Similarity NPC121708
0.6627 Remote Similarity NPC125144
0.6625 Remote Similarity NPC178527
0.6593 Remote Similarity NPC229477
0.6582 Remote Similarity NPC45756
0.6582 Remote Similarity NPC21211
0.6582 Remote Similarity NPC113670
0.6574 Remote Similarity NPC101139
0.6562 Remote Similarity NPC71140
0.6562 Remote Similarity NPC474974
0.6545 Remote Similarity NPC320656
0.6543 Remote Similarity NPC52330
0.6543 Remote Similarity NPC6107
0.6543 Remote Similarity NPC267443
0.6538 Remote Similarity NPC45255
0.6538 Remote Similarity NPC77294
0.6526 Remote Similarity NPC245259
0.6514 Remote Similarity NPC313673
0.6512 Remote Similarity NPC110264
0.6506 Remote Similarity NPC271732
0.65 Remote Similarity NPC291066
0.65 Remote Similarity NPC29601
0.6495 Remote Similarity NPC256452
0.6495 Remote Similarity NPC215351
0.6495 Remote Similarity NPC20142
0.6476 Remote Similarity NPC24777
0.6471 Remote Similarity NPC469974
0.6471 Remote Similarity NPC275467
0.6465 Remote Similarity NPC303611
0.6465 Remote Similarity NPC226096
0.6465 Remote Similarity NPC290515
0.6465 Remote Similarity NPC164514
0.6465 Remote Similarity NPC322598
0.6465 Remote Similarity NPC108606
0.6463 Remote Similarity NPC311343
0.6442 Remote Similarity NPC79618
0.6442 Remote Similarity NPC434
0.6421 Remote Similarity NPC316108
0.642 Remote Similarity NPC36440
0.642 Remote Similarity NPC289915
0.642 Remote Similarity NPC113837
0.6413 Remote Similarity NPC3210
0.641 Remote Similarity NPC147578
0.6404 Remote Similarity NPC192623
0.6395 Remote Similarity NPC301874
0.6386 Remote Similarity NPC139416
0.6386 Remote Similarity NPC246822
0.6386 Remote Similarity NPC213570
0.6386 Remote Similarity NPC98880
0.6381 Remote Similarity NPC164802
0.6381 Remote Similarity NPC302790
0.6373 Remote Similarity NPC202613
0.6373 Remote Similarity NPC471317
0.6373 Remote Similarity NPC471310
0.6364 Remote Similarity NPC10781
0.6364 Remote Similarity NPC293628
0.6364 Remote Similarity NPC122493
0.6354 Remote Similarity NPC226438
0.6337 Remote Similarity NPC289381
0.6337 Remote Similarity NPC155847
0.6337 Remote Similarity NPC228400
0.6337 Remote Similarity NPC214200
0.6329 Remote Similarity NPC200624
0.6327 Remote Similarity NPC161972
0.6327 Remote Similarity NPC303045
0.6327 Remote Similarity NPC58674
0.6322 Remote Similarity NPC35599
0.631 Remote Similarity NPC95289
0.6306 Remote Similarity NPC313449
0.6286 Remote Similarity NPC55529
0.6265 Remote Similarity NPC239931
0.6265 Remote Similarity NPC82770
0.6265 Remote Similarity NPC78954
0.6263 Remote Similarity NPC25565
0.6263 Remote Similarity NPC317400
0.6239 Remote Similarity NPC314141
0.6239 Remote Similarity NPC187036
0.6238 Remote Similarity NPC125732
0.6235 Remote Similarity NPC74458
0.6235 Remote Similarity NPC193578
0.6235 Remote Similarity NPC135433
0.6235 Remote Similarity NPC226999
0.6235 Remote Similarity NPC87099
0.6235 Remote Similarity NPC280135
0.6235 Remote Similarity NPC326200
0.6235 Remote Similarity NPC39799
0.6235 Remote Similarity NPC1008
0.6235 Remote Similarity NPC158028
0.6228 Remote Similarity NPC475915
0.6222 Remote Similarity NPC309279
0.6214 Remote Similarity NPC164859
0.6214 Remote Similarity NPC474430
0.6207 Remote Similarity NPC217277
0.6204 Remote Similarity NPC275410
0.62 Remote Similarity NPC475439
0.62 Remote Similarity NPC324569

  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 NPC12857 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
0.9067 High Similarity NPD603 Approved
0.8947 High Similarity NPD293 Approved
0.8947 High Similarity NPD296 Approved
0.8947 High Similarity NPD295 Approved
0.8875 High Similarity NPD9505 Clinical (unspecified phase)
0.8831 High Similarity NPD508 Approved
0.8831 High Similarity NPD507 Approved
0.8718 High Similarity NPD5371 Approved
0.8718 High Similarity NPD5372 Approved
0.8675 High Similarity NPD297 Approved
0.8675 High Similarity NPD9 Approved
0.859 High Similarity NPD590 Approved
0.859 High Similarity NPD589 Approved
0.8452 Intermediate Similarity NPD9348 Approved
0.8452 Intermediate Similarity NPD9349 Approved
0.8452 Intermediate Similarity NPD9350 Approved
0.8452 Intermediate Similarity NPD9351 Phase 3
0.8421 Intermediate Similarity NPD9592 Approved
0.8421 Intermediate Similarity NPD9591 Approved
0.8421 Intermediate Similarity NPD9593 Approved
0.8421 Intermediate Similarity NPD9590 Approved
0.8421 Intermediate Similarity NPD9589 Approved
0.8421 Intermediate Similarity NPD9594 Approved
0.8421 Intermediate Similarity NPD9588 Approved
0.8421 Intermediate Similarity NPD80 Approved
0.8395 Intermediate Similarity NPD830 Approved
0.8395 Intermediate Similarity NPD831 Approved
0.8293 Intermediate Similarity NPD2538 Approved
0.8293 Intermediate Similarity NPD2539 Approved
0.8293 Intermediate Similarity NPD785 Approved
0.8256 Intermediate Similarity NPD7160 Approved
0.8182 Intermediate Similarity NPD505 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD5554 Approved
0.809 Intermediate Similarity NPD2005 Discontinued
0.8072 Intermediate Similarity NPD9395 Approved
0.8068 Intermediate Similarity NPD736 Approved
0.8068 Intermediate Similarity NPD735 Approved
0.8 Intermediate Similarity NPD782 Approved
0.8 Intermediate Similarity NPD783 Approved
0.8 Intermediate Similarity NPD781 Approved
0.8 Intermediate Similarity NPD780 Approved
0.7922 Intermediate Similarity NPD292 Approved
0.7922 Intermediate Similarity NPD294 Approved
0.7907 Intermediate Similarity NPD588 Approved
0.7907 Intermediate Similarity NPD587 Approved
0.7901 Intermediate Similarity NPD1053 Approved
0.7901 Intermediate Similarity NPD1051 Approved
0.7901 Intermediate Similarity NPD1052 Approved
0.7882 Intermediate Similarity NPD305 Approved
0.7882 Intermediate Similarity NPD304 Approved
0.7875 Intermediate Similarity NPD4147 Approved
0.7875 Intermediate Similarity NPD4144 Approved
0.7826 Intermediate Similarity NPD1946 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD9728 Phase 1
0.7816 Intermediate Similarity NPD5656 Clinical (unspecified phase)
0.7816 Intermediate Similarity NPD771 Phase 3
0.7805 Intermediate Similarity NPD260 Discontinued
0.7791 Intermediate Similarity NPD2002 Discontinued
0.7791 Intermediate Similarity NPD4146 Approved
0.7791 Intermediate Similarity NPD3426 Approved
0.7791 Intermediate Similarity NPD4145 Approved
0.7791 Intermediate Similarity NPD3428 Approved
0.7778 Intermediate Similarity NPD9397 Approved
0.7778 Intermediate Similarity NPD9393 Approved
0.7778 Intermediate Similarity NPD79 Approved
0.7778 Intermediate Similarity NPD9564 Approved
0.7778 Intermediate Similarity NPD9563 Approved
0.7727 Intermediate Similarity NPD5915 Approved
0.7667 Intermediate Similarity NPD8 Approved
0.7667 Intermediate Similarity NPD243 Approved
0.7647 Intermediate Similarity NPD3427 Approved
0.7647 Intermediate Similarity NPD3429 Approved
0.764 Intermediate Similarity NPD2998 Approved
0.764 Intermediate Similarity NPD2997 Approved
0.764 Intermediate Similarity NPD4543 Discontinued
0.764 Intermediate Similarity NPD3000 Approved
0.7556 Intermediate Similarity NPD4405 Approved
0.7556 Intermediate Similarity NPD4407 Approved
0.7556 Intermediate Similarity NPD4408 Approved
0.7553 Intermediate Similarity NPD1916 Discontinued
0.75 Intermediate Similarity NPD4937 Approved
0.75 Intermediate Similarity NPD4027 Approved
0.75 Intermediate Similarity NPD4936 Approved
0.75 Intermediate Similarity NPD4026 Approved
0.75 Intermediate Similarity NPD3035 Approved
0.7473 Intermediate Similarity NPD4542 Approved
0.7473 Intermediate Similarity NPD4545 Approved
0.7473 Intermediate Similarity NPD2878 Approved
0.7447 Intermediate Similarity NPD787 Suspended
0.7442 Intermediate Similarity NPD5178 Approved
0.7412 Intermediate Similarity NPD4170 Approved
0.7412 Intermediate Similarity NPD4169 Approved
0.7412 Intermediate Similarity NPD4701 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD1617 Discontinued
0.7326 Intermediate Similarity NPD1800 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD2001 Discontinued
0.7326 Intermediate Similarity NPD4635 Approved
0.7312 Intermediate Similarity NPD1738 Approved
0.7312 Intermediate Similarity NPD157 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD2507 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD3345 Approved
0.7303 Intermediate Similarity NPD9184 Approved
0.7303 Intermediate Similarity NPD9186 Approved
0.7294 Intermediate Similarity NPD472 Approved
0.7283 Intermediate Similarity NPD6549 Approved
0.7283 Intermediate Similarity NPD197 Approved
0.7283 Intermediate Similarity NPD3980 Approved
0.7283 Intermediate Similarity NPD6548 Approved
0.7283 Intermediate Similarity NPD199 Approved
0.7283 Intermediate Similarity NPD3982 Approved
0.7273 Intermediate Similarity NPD5252 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD5597 Approved
0.7234 Intermediate Similarity NPD5598 Approved
0.7216 Intermediate Similarity NPD1396 Approved
0.7191 Intermediate Similarity NPD187 Approved
0.7176 Intermediate Similarity NPD3904 Approved
0.7176 Intermediate Similarity NPD3981 Approved
0.7176 Intermediate Similarity NPD3903 Approved
0.7176 Intermediate Similarity NPD3979 Approved
0.7159 Intermediate Similarity NPD2208 Approved
0.7159 Intermediate Similarity NPD2205 Approved
0.7159 Intermediate Similarity NPD5916 Discontinued
0.7143 Intermediate Similarity NPD173 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD5675 Discontinued
0.7083 Intermediate Similarity NPD524 Approved
0.7083 Intermediate Similarity NPD523 Approved
0.7079 Intermediate Similarity NPD4406 Approved
0.7079 Intermediate Similarity NPD4636 Approved
0.7079 Intermediate Similarity NPD4409 Approved
0.7053 Intermediate Similarity NPD713 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD528 Clinical (unspecified phase)
0.699 Remote Similarity NPD2999 Approved
0.699 Remote Similarity NPD3001 Approved
0.6989 Remote Similarity NPD6690 Approved
0.6989 Remote Similarity NPD1814 Approved
0.6989 Remote Similarity NPD1812 Approved
0.6979 Remote Similarity NPD6499 Approved
0.6979 Remote Similarity NPD6498 Approved
0.6961 Remote Similarity NPD1107 Approved
0.6961 Remote Similarity NPD1108 Approved
0.6957 Remote Similarity NPD3344 Approved
0.6957 Remote Similarity NPD3346 Approved
0.6939 Remote Similarity NPD813 Approved
0.6932 Remote Similarity NPD262 Approved
0.6932 Remote Similarity NPD263 Approved
0.6915 Remote Similarity NPD1080 Approved
0.6889 Remote Similarity NPD3099 Discontinued
0.6857 Remote Similarity NPD2665 Clinical (unspecified phase)
0.6854 Remote Similarity NPD4544 Approved
0.68 Remote Similarity NPD2939 Approved
0.68 Remote Similarity NPD10 Approved
0.68 Remote Similarity NPD2937 Phase 1
0.68 Remote Similarity NPD310 Approved
0.68 Remote Similarity NPD309 Approved
0.68 Remote Similarity NPD315 Approved
0.68 Remote Similarity NPD311 Approved
0.68 Remote Similarity NPD314 Approved
0.6792 Remote Similarity NPD4674 Clinical (unspecified phase)
0.6792 Remote Similarity NPD1813 Discontinued
0.6792 Remote Similarity NPD853 Approved
0.6792 Remote Similarity NPD851 Approved
0.6768 Remote Similarity NPD4735 Approved
0.6768 Remote Similarity NPD4734 Approved
0.6765 Remote Similarity NPD2243 Clinical (unspecified phase)
0.6733 Remote Similarity NPD563 Approved
0.6733 Remote Similarity NPD959 Discontinued
0.6733 Remote Similarity NPD564 Approved
0.6729 Remote Similarity NPD1323 Discontinued
0.6701 Remote Similarity NPD9489 Approved
0.6701 Remote Similarity NPD9488 Approved
0.67 Remote Similarity NPD5103 Approved
0.67 Remote Similarity NPD154 Discontinued
0.6667 Remote Similarity NPD2656 Approved
0.6667 Remote Similarity NPD3545 Approved
0.6667 Remote Similarity NPD1064 Approved
0.6667 Remote Similarity NPD4660 Discontinued
0.6667 Remote Similarity NPD2038 Approved
0.6667 Remote Similarity NPD2039 Approved
0.6667 Remote Similarity NPD2655 Approved
0.6667 Remote Similarity NPD3546 Approved
0.6667 Remote Similarity NPD1065 Approved
0.6636 Remote Similarity NPD1022 Approved
0.6636 Remote Similarity NPD1023 Approved
0.6636 Remote Similarity NPD1020 Approved
0.6636 Remote Similarity NPD1021 Approved
0.6634 Remote Similarity NPD3407 Phase 3
0.6634 Remote Similarity NPD1028 Approved
0.6634 Remote Similarity NPD2980 Phase 2
0.6634 Remote Similarity NPD1026 Approved
0.6633 Remote Similarity NPD4117 Approved
0.6632 Remote Similarity NPD9361 Approved
0.6606 Remote Similarity NPD299 Phase 3
0.6602 Remote Similarity NPD4115 Approved
0.6602 Remote Similarity NPD3420 Clinical (unspecified phase)
0.6602 Remote Similarity NPD4114 Approved
0.6602 Remote Similarity NPD5253 Approved
0.66 Remote Similarity NPD1417 Approved
0.66 Remote Similarity NPD1419 Approved
0.6598 Remote Similarity NPD6472 Discontinued
0.6582 Remote Similarity NPD675 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