Structure

Physi-Chem Properties

Molecular Weight:  298.06
Volume:  262.542
LogP:  2.262
LogD:  1.984
LogS:  -3.361
# Rotatable Bonds:  0
TPSA:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.551
Synthetic Accessibility Score:  5.203
Fsp3:  0.643
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.522
MDCK Permeability:  2.694173963391222e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.058
30% Bioavailability (F30%):  0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.481
Plasma Protein Binding (PPB):  69.5527114868164%
Volume Distribution (VD):  1.072
Pgp-substrate:  33.6490478515625%

ADMET: Metabolism

CYP1A2-inhibitor:  0.044
CYP1A2-substrate:  0.719
CYP2C19-inhibitor:  0.21
CYP2C19-substrate:  0.704
CYP2C9-inhibitor:  0.17
CYP2C9-substrate:  0.291
CYP2D6-inhibitor:  0.013
CYP2D6-substrate:  0.06
CYP3A4-inhibitor:  0.189
CYP3A4-substrate:  0.722

ADMET: Excretion

Clearance (CL):  8.028
Half-life (T1/2):  0.48

ADMET: Toxicity

hERG Blockers:  0.018
Human Hepatotoxicity (H-HT):  0.565
Drug-inuced Liver Injury (DILI):  0.09
AMES Toxicity:  0.498
Rat Oral Acute Toxicity:  0.761
Maximum Recommended Daily Dose:  0.885
Skin Sensitization:  0.338
Carcinogencity:  0.954
Eye Corrosion:  0.271
Eye Irritation:  0.12
Respiratory Toxicity:  0.974

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

  Natural Product: NPC109900

Natural Product ID:  NPC109900
Common Name*:   Sid527969
IUPAC Name:   (3R,4S,6S)-4-bromo-3-hydroxy-5,5-dimethyl-1-methylidenespiro[5.5]undec-10-en-9-one
Synonyms:  
Standard InCHIKey:  ZERRJERBGYWIKI-YRGRVCCFSA-N
Standard InCHI:  InChI=1S/C14H19BrO2/c1-9-8-11(17)12(15)13(2,3)14(9)6-4-10(16)5-7-14/h4,6,11-12,17H,1,5,7-8H2,2-3H3/t11-,12-,14-/m1/s1
SMILES:  O=C1CC[C@]2(C=C1)C(=C)C[C@H]([C@H](C2(C)C)Br)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL445274
PubChem CID:   396685
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0001831] Carbonyl compounds
          • [CHEMONTID:0000118] Ketones
            • [CHEMONTID:0003487] Cyclic ketones
              • [CHEMONTID:0004325] Cyclohexenones

*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
NPO19629 Laurencia scoparia Species Rhodomelaceae Eukaryota n.a. n.a. n.a. PMID[11754610]
NPO6250 Laurencia tristicha Species Rhodomelaceae Eukaryota n.a. n.a. n.a. PMID[15974618]
NPO19629 Laurencia scoparia Species Rhodomelaceae Eukaryota n.a. n.a. n.a. PMID[16872159]
NPO6250 Laurencia tristicha Species Rhodomelaceae Eukaryota n.a. n.a. n.a. PMID[27536968]
NPO19629 Laurencia scoparia Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6250 Laurencia tristicha Species Rhodomelaceae 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
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT367 Cell Line MDA-N Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 96382.9 nM PMID[447854]
NPT116 Cell Line HL-60 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT90 Cell Line DU-145 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT375 Cell Line Malme-3M Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 3176.87 nM PMID[447854]
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 12589.25 nM PMID[447854]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 1517.05 nM PMID[447854]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT457 Cell Line BT-549 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 78523.56 nM PMID[447854]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 78704.58 nM PMID[447854]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 63241.19 nM PMID[447854]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 86496.79 nM PMID[447854]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 19453.6 nM PMID[447854]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT306 Cell Line PC-3 Homo sapiens GI50 n.a. 1499.68 nM PMID[447854]
NPT83 Cell Line MCF7 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT396 Cell Line T47D Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 3580.96 nM PMID[447854]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT402 Cell Line Hs-578T Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 10280.16 nM PMID[447854]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 100000.0 nM PMID[447854]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 1774.19 nM PMID[447854]
NPT3503 Organism Nippostrongylus brasiliensis Nippostrongylus brasiliensis Activity < 100.0 uM PMID[447853]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 >= 10000.0 nM PMID[447855]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IZ = 3.0 mm PMID[447855]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 7.0 % PMID[447855]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 13.0 % PMID[447855]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 9.0 % PMID[447855]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 14.0 % PMID[447855]

☑ 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 NPC109900 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
0.8293 Intermediate Similarity NPC474946
0.8293 Intermediate Similarity NPC35397
0.8235 Intermediate Similarity NPC113024
0.8214 Intermediate Similarity NPC215307
0.8214 Intermediate Similarity NPC274750
0.814 Intermediate Similarity NPC311891
0.8095 Intermediate Similarity NPC197659
0.8 Intermediate Similarity NPC178852
0.7979 Intermediate Similarity NPC474602
0.7976 Intermediate Similarity NPC470525
0.7907 Intermediate Similarity NPC308038
0.7879 Intermediate Similarity NPC133921
0.7841 Intermediate Similarity NPC93590
0.7816 Intermediate Similarity NPC172013
0.7791 Intermediate Similarity NPC62336
0.7778 Intermediate Similarity NPC33663
0.7765 Intermediate Similarity NPC250621
0.7765 Intermediate Similarity NPC263582
0.7753 Intermediate Similarity NPC64600
0.7727 Intermediate Similarity NPC14151
0.7717 Intermediate Similarity NPC158778
0.7701 Intermediate Similarity NPC281138
0.7701 Intermediate Similarity NPC31330
0.7692 Intermediate Similarity NPC94666
0.7692 Intermediate Similarity NPC472974
0.7674 Intermediate Similarity NPC203403
0.7647 Intermediate Similarity NPC114236
0.7634 Intermediate Similarity NPC119416
0.7614 Intermediate Similarity NPC476809
0.7614 Intermediate Similarity NPC15714
0.7614 Intermediate Similarity NPC471514
0.7614 Intermediate Similarity NPC2482
0.7609 Intermediate Similarity NPC472324
0.7609 Intermediate Similarity NPC58063
0.759 Intermediate Similarity NPC173321
0.7586 Intermediate Similarity NPC475994
0.7582 Intermediate Similarity NPC470574
0.7579 Intermediate Similarity NPC134826
0.7556 Intermediate Similarity NPC251475
0.7556 Intermediate Similarity NPC169941
0.7528 Intermediate Similarity NPC473420
0.7528 Intermediate Similarity NPC136150
0.7528 Intermediate Similarity NPC121984
0.7527 Intermediate Similarity NPC471722
0.7527 Intermediate Similarity NPC206060
0.7527 Intermediate Similarity NPC473229
0.75 Intermediate Similarity NPC19900
0.75 Intermediate Similarity NPC474733
0.75 Intermediate Similarity NPC194417
0.75 Intermediate Similarity NPC475022
0.75 Intermediate Similarity NPC179591
0.75 Intermediate Similarity NPC118648
0.75 Intermediate Similarity NPC474778
0.75 Intermediate Similarity NPC31564
0.75 Intermediate Similarity NPC222613
0.75 Intermediate Similarity NPC474732
0.75 Intermediate Similarity NPC472985
0.75 Intermediate Similarity NPC472986
0.75 Intermediate Similarity NPC145879
0.7474 Intermediate Similarity NPC272746
0.7473 Intermediate Similarity NPC470812
0.7473 Intermediate Similarity NPC40687
0.7471 Intermediate Similarity NPC476608
0.7471 Intermediate Similarity NPC266193
0.7471 Intermediate Similarity NPC257666
0.7471 Intermediate Similarity NPC74995
0.7447 Intermediate Similarity NPC473100
0.7447 Intermediate Similarity NPC472983
0.7447 Intermediate Similarity NPC329643
0.7447 Intermediate Similarity NPC472973
0.7444 Intermediate Similarity NPC151519
0.7444 Intermediate Similarity NPC38796
0.7444 Intermediate Similarity NPC73882
0.7444 Intermediate Similarity NPC158411
0.7444 Intermediate Similarity NPC48362
0.7444 Intermediate Similarity NPC103486
0.7439 Intermediate Similarity NPC96962
0.7419 Intermediate Similarity NPC475740
0.7419 Intermediate Similarity NPC298904
0.7419 Intermediate Similarity NPC141292
0.7416 Intermediate Similarity NPC157895
0.7416 Intermediate Similarity NPC104120
0.7416 Intermediate Similarity NPC148685
0.7396 Intermediate Similarity NPC109305
0.7391 Intermediate Similarity NPC476426
0.7386 Intermediate Similarity NPC207772
0.7386 Intermediate Similarity NPC253561
0.7386 Intermediate Similarity NPC80088
0.7368 Intermediate Similarity NPC191684
0.7368 Intermediate Similarity NPC85173
0.7368 Intermediate Similarity NPC473099
0.7368 Intermediate Similarity NPC472325
0.7363 Intermediate Similarity NPC476082
0.7363 Intermediate Similarity NPC278648
0.7363 Intermediate Similarity NPC105173
0.7356 Intermediate Similarity NPC76966
0.7356 Intermediate Similarity NPC186554
0.734 Intermediate Similarity NPC474925
0.734 Intermediate Similarity NPC472802
0.734 Intermediate Similarity NPC328539
0.734 Intermediate Similarity NPC292491
0.734 Intermediate Similarity NPC310752
0.734 Intermediate Similarity NPC474677
0.7333 Intermediate Similarity NPC119229
0.7333 Intermediate Similarity NPC116797
0.7326 Intermediate Similarity NPC470299
0.732 Intermediate Similarity NPC472977
0.732 Intermediate Similarity NPC23170
0.732 Intermediate Similarity NPC471207
0.732 Intermediate Similarity NPC472976
0.7312 Intermediate Similarity NPC158393
0.7312 Intermediate Similarity NPC72133
0.7312 Intermediate Similarity NPC183736
0.7303 Intermediate Similarity NPC476177
0.7303 Intermediate Similarity NPC152061
0.7303 Intermediate Similarity NPC470429
0.7303 Intermediate Similarity NPC229204
0.7294 Intermediate Similarity NPC84790
0.7292 Intermediate Similarity NPC472975
0.7292 Intermediate Similarity NPC131872
0.7292 Intermediate Similarity NPC475806
0.7292 Intermediate Similarity NPC472978
0.7292 Intermediate Similarity NPC99380
0.7292 Intermediate Similarity NPC116726
0.7283 Intermediate Similarity NPC472265
0.7283 Intermediate Similarity NPC321187
0.7283 Intermediate Similarity NPC58841
0.7283 Intermediate Similarity NPC473246
0.7283 Intermediate Similarity NPC227064
0.7283 Intermediate Similarity NPC180834
0.7283 Intermediate Similarity NPC85774
0.7283 Intermediate Similarity NPC329043
0.7283 Intermediate Similarity NPC59453
0.7283 Intermediate Similarity NPC221758
0.7283 Intermediate Similarity NPC161423
0.7283 Intermediate Similarity NPC476412
0.7283 Intermediate Similarity NPC33913
0.7283 Intermediate Similarity NPC214043
0.7273 Intermediate Similarity NPC211279
0.7273 Intermediate Similarity NPC97377
0.7273 Intermediate Similarity NPC470428
0.7273 Intermediate Similarity NPC108078
0.7263 Intermediate Similarity NPC31985
0.7263 Intermediate Similarity NPC309603
0.7263 Intermediate Similarity NPC26959
0.7263 Intermediate Similarity NPC1015
0.7263 Intermediate Similarity NPC275740
0.7263 Intermediate Similarity NPC473999
0.7263 Intermediate Similarity NPC86319
0.7263 Intermediate Similarity NPC186688
0.7263 Intermediate Similarity NPC268406
0.7262 Intermediate Similarity NPC10758
0.7262 Intermediate Similarity NPC250928
0.7253 Intermediate Similarity NPC212083
0.7245 Intermediate Similarity NPC476245
0.7234 Intermediate Similarity NPC73064
0.7234 Intermediate Similarity NPC136548
0.7234 Intermediate Similarity NPC93778
0.7222 Intermediate Similarity NPC469637
0.7222 Intermediate Similarity NPC74086
0.7222 Intermediate Similarity NPC108955
0.7222 Intermediate Similarity NPC472478
0.7222 Intermediate Similarity NPC45495
0.7216 Intermediate Similarity NPC474736
0.7209 Intermediate Similarity NPC247586
0.7209 Intermediate Similarity NPC186042
0.7204 Intermediate Similarity NPC32037
0.7204 Intermediate Similarity NPC197823
0.7204 Intermediate Similarity NPC79573
0.7204 Intermediate Similarity NPC15807
0.7204 Intermediate Similarity NPC202868
0.7204 Intermediate Similarity NPC133954
0.7204 Intermediate Similarity NPC36350
0.7204 Intermediate Similarity NPC469948
0.72 Intermediate Similarity NPC114274
0.7191 Intermediate Similarity NPC471409
0.7191 Intermediate Similarity NPC476949
0.7191 Intermediate Similarity NPC275494
0.7188 Intermediate Similarity NPC128672
0.7188 Intermediate Similarity NPC134321
0.7188 Intermediate Similarity NPC48010
0.7188 Intermediate Similarity NPC126993
0.7174 Intermediate Similarity NPC62214
0.7174 Intermediate Similarity NPC470948
0.7174 Intermediate Similarity NPC312480
0.7174 Intermediate Similarity NPC297398
0.7172 Intermediate Similarity NPC473158
0.7172 Intermediate Similarity NPC117133
0.7159 Intermediate Similarity NPC472305
0.7158 Intermediate Similarity NPC471724
0.7158 Intermediate Similarity NPC104560
0.7158 Intermediate Similarity NPC131470
0.7158 Intermediate Similarity NPC143767
0.7143 Intermediate Similarity NPC245972
0.7143 Intermediate Similarity NPC90055
0.7143 Intermediate Similarity NPC474690
0.7143 Intermediate Similarity NPC196227
0.7143 Intermediate Similarity NPC299100
0.7143 Intermediate Similarity NPC8993
0.7143 Intermediate Similarity NPC470298

  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 NPC109900 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
0.75 Intermediate Similarity NPD3618 Phase 1
0.7474 Intermediate Similarity NPD6079 Approved
0.7444 Intermediate Similarity NPD3667 Approved
0.7283 Intermediate Similarity NPD3665 Phase 1
0.7283 Intermediate Similarity NPD3133 Approved
0.7283 Intermediate Similarity NPD4786 Approved
0.7283 Intermediate Similarity NPD3666 Approved
0.7263 Intermediate Similarity NPD5328 Approved
0.7222 Intermediate Similarity NPD4695 Discontinued
0.7222 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD5222 Approved
0.7172 Intermediate Similarity NPD5221 Approved
0.7128 Intermediate Similarity NPD5279 Phase 3
0.7113 Intermediate Similarity NPD7515 Phase 2
0.71 Intermediate Similarity NPD5173 Approved
0.7041 Intermediate Similarity NPD4202 Approved
0.6961 Remote Similarity NPD5286 Approved
0.6961 Remote Similarity NPD5285 Approved
0.6961 Remote Similarity NPD4696 Approved
0.6893 Remote Similarity NPD5223 Approved
0.6832 Remote Similarity NPD4697 Phase 3
0.6827 Remote Similarity NPD5225 Approved
0.6827 Remote Similarity NPD5211 Phase 2
0.6827 Remote Similarity NPD5226 Approved
0.6827 Remote Similarity NPD5224 Approved
0.6827 Remote Similarity NPD4633 Approved
0.68 Remote Similarity NPD7748 Approved
0.6771 Remote Similarity NPD5690 Phase 2
0.6765 Remote Similarity NPD4755 Approved
0.6762 Remote Similarity NPD5174 Approved
0.6762 Remote Similarity NPD5175 Approved
0.6737 Remote Similarity NPD3668 Phase 3
0.6735 Remote Similarity NPD4753 Phase 2
0.6733 Remote Similarity NPD5210 Approved
0.6733 Remote Similarity NPD4629 Approved
0.6702 Remote Similarity NPD4223 Phase 3
0.6702 Remote Similarity NPD4221 Approved
0.6698 Remote Similarity NPD5141 Approved
0.6696 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD1694 Approved
0.6667 Remote Similarity NPD1696 Phase 3
0.6635 Remote Similarity NPD4700 Approved
0.6602 Remote Similarity NPD7902 Approved
0.66 Remote Similarity NPD6411 Approved
0.6598 Remote Similarity NPD4623 Approved
0.6598 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6598 Remote Similarity NPD4519 Discontinued
0.6574 Remote Similarity NPD5697 Approved
0.6562 Remote Similarity NPD4197 Approved
0.6535 Remote Similarity NPD6399 Phase 3
0.6531 Remote Similarity NPD3573 Approved
0.6514 Remote Similarity NPD5168 Approved
0.6514 Remote Similarity NPD6881 Approved
0.6514 Remote Similarity NPD4729 Approved
0.6514 Remote Similarity NPD4730 Approved
0.6514 Remote Similarity NPD6011 Approved
0.6514 Remote Similarity NPD6899 Approved
0.6512 Remote Similarity NPD7331 Phase 2
0.6495 Remote Similarity NPD5329 Approved
0.6465 Remote Similarity NPD4518 Approved
0.6455 Remote Similarity NPD6013 Approved
0.6455 Remote Similarity NPD6014 Approved
0.6455 Remote Similarity NPD6012 Approved
0.6452 Remote Similarity NPD3617 Approved
0.6452 Remote Similarity NPD3671 Phase 1
0.6449 Remote Similarity NPD4754 Approved
0.6429 Remote Similarity NPD4694 Approved
0.6429 Remote Similarity NPD4689 Approved
0.6429 Remote Similarity NPD7521 Approved
0.6429 Remote Similarity NPD7334 Approved
0.6429 Remote Similarity NPD4693 Phase 3
0.6429 Remote Similarity NPD6409 Approved
0.6429 Remote Similarity NPD4688 Approved
0.6429 Remote Similarity NPD6684 Approved
0.6429 Remote Similarity NPD4690 Approved
0.6429 Remote Similarity NPD5280 Approved
0.6429 Remote Similarity NPD7146 Approved
0.6429 Remote Similarity NPD4138 Approved
0.6429 Remote Similarity NPD5205 Approved
0.6429 Remote Similarity NPD5330 Approved
0.6413 Remote Similarity NPD3701 Clinical (unspecified phase)
0.64 Remote Similarity NPD6101 Approved
0.64 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6396 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6396 Remote Similarity NPD5169 Approved
0.6396 Remote Similarity NPD4634 Approved
0.6396 Remote Similarity NPD7290 Approved
0.6396 Remote Similarity NPD7102 Approved
0.6396 Remote Similarity NPD5135 Approved
0.6396 Remote Similarity NPD5248 Approved
0.6396 Remote Similarity NPD5247 Approved
0.6396 Remote Similarity NPD5251 Approved
0.6396 Remote Similarity NPD5249 Phase 3
0.6396 Remote Similarity NPD5250 Approved
0.6396 Remote Similarity NPD6883 Approved
0.6383 Remote Similarity NPD4195 Approved
0.6364 Remote Similarity NPD5128 Approved
0.6339 Remote Similarity NPD5127 Approved
0.6339 Remote Similarity NPD6617 Approved
0.6339 Remote Similarity NPD8130 Phase 1
0.6339 Remote Similarity NPD6869 Approved
0.6339 Remote Similarity NPD5215 Approved
0.6339 Remote Similarity NPD5216 Approved
0.6339 Remote Similarity NPD6650 Approved
0.6339 Remote Similarity NPD6847 Approved
0.6339 Remote Similarity NPD5217 Approved
0.6339 Remote Similarity NPD6649 Approved
0.633 Remote Similarity NPD4768 Approved
0.633 Remote Similarity NPD4767 Approved
0.633 Remote Similarity NPD6402 Approved
0.633 Remote Similarity NPD6675 Approved
0.633 Remote Similarity NPD5739 Approved
0.633 Remote Similarity NPD7128 Approved
0.6311 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6311 Remote Similarity NPD7900 Approved
0.6304 Remote Similarity NPD7339 Approved
0.6304 Remote Similarity NPD6942 Approved
0.6304 Remote Similarity NPD8264 Approved
0.63 Remote Similarity NPD7513 Clinical (unspecified phase)
0.63 Remote Similarity NPD6903 Approved
0.6289 Remote Similarity NPD4788 Approved
0.6286 Remote Similarity NPD6084 Phase 2
0.6286 Remote Similarity NPD6083 Phase 2
0.6283 Remote Similarity NPD8297 Approved
0.6283 Remote Similarity NPD6882 Approved
0.6275 Remote Similarity NPD5284 Approved
0.6275 Remote Similarity NPD5281 Approved
0.6273 Remote Similarity NPD5701 Approved
0.625 Remote Similarity NPD5695 Phase 3
0.625 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6238 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6228 Remote Similarity NPD4632 Approved
0.6226 Remote Similarity NPD4225 Approved
0.6226 Remote Similarity NPD5290 Discontinued
0.6222 Remote Similarity NPD4691 Approved
0.6216 Remote Similarity NPD7320 Approved
0.6214 Remote Similarity NPD5778 Approved
0.6214 Remote Similarity NPD5779 Approved
0.6211 Remote Similarity NPD7645 Phase 2
0.6207 Remote Similarity NPD7115 Discovery
0.6207 Remote Similarity NPD7341 Phase 2
0.6204 Remote Similarity NPD7632 Discontinued
0.6196 Remote Similarity NPD6924 Approved
0.6196 Remote Similarity NPD4058 Approved
0.6196 Remote Similarity NPD6926 Approved
0.6186 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6176 Remote Similarity NPD5785 Approved
0.6176 Remote Similarity NPD4096 Approved
0.6174 Remote Similarity NPD5167 Approved
0.6163 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6162 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6162 Remote Similarity NPD5363 Approved
0.6161 Remote Similarity NPD6373 Approved
0.6161 Remote Similarity NPD6372 Approved
0.6154 Remote Similarity NPD7152 Approved
0.6154 Remote Similarity NPD7151 Approved
0.6154 Remote Similarity NPD5282 Discontinued
0.6154 Remote Similarity NPD7150 Approved
0.6139 Remote Similarity NPD5737 Approved
0.6139 Remote Similarity NPD6672 Approved
0.6121 Remote Similarity NPD6868 Approved
0.6111 Remote Similarity NPD4137 Phase 3
0.6105 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6075 Remote Similarity NPD5696 Approved
0.6075 Remote Similarity NPD7638 Approved
0.6068 Remote Similarity NPD6317 Approved
0.6068 Remote Similarity NPD6009 Approved
0.6064 Remote Similarity NPD6933 Approved
0.6053 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6044 Remote Similarity NPD7143 Approved
0.6044 Remote Similarity NPD4747 Approved
0.6044 Remote Similarity NPD7144 Approved
0.6022 Remote Similarity NPD4687 Approved
0.6019 Remote Similarity NPD7639 Approved
0.6019 Remote Similarity NPD7640 Approved
0.6017 Remote Similarity NPD6313 Approved
0.6017 Remote Similarity NPD6335 Approved
0.6017 Remote Similarity NPD6314 Approved
0.5982 Remote Similarity NPD6412 Phase 2
0.5979 Remote Similarity NPD7509 Discontinued
0.5979 Remote Similarity NPD7525 Registered
0.5978 Remote Similarity NPD5276 Approved
0.5966 Remote Similarity NPD7101 Approved
0.5966 Remote Similarity NPD7100 Approved
0.5955 Remote Similarity NPD3704 Approved
0.5955 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5934 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5934 Remote Similarity NPD6922 Approved
0.5934 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5934 Remote Similarity NPD6923 Approved
0.5918 Remote Similarity NPD5369 Approved
0.5918 Remote Similarity NPD4139 Approved
0.5918 Remote Similarity NPD4692 Approved
0.5917 Remote Similarity NPD6054 Approved
0.5917 Remote Similarity NPD6319 Approved
0.5909 Remote Similarity NPD5091 Approved
0.5905 Remote Similarity NPD5133 Approved
0.5893 Remote Similarity NPD6008 Approved
0.5888 Remote Similarity NPD7614 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