NPASS drugs

Drug Information

Drug ID:	NPD2067
Drug Name:	FR-62765
Molecular Formula:	C16H18O5
Canonical SMILES:	CCOC(=O)CCC1OC(=O)C(=C1c1ccccc1)OC
Standard InCHI:	InChI=1S/C16H18O5/c1-3-20-13(17)10-9-12-14(11-7-5-4-6-8-11)15(19-2)16(18)21-12/h4-8,12H,3,9-10H2,1-2H3
Standard InCHIKey:	ODHJHYPKZNTPCS-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2067

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	157
0.1-0.2	686
0.2-0.3	1662
0.3-0.4	4309
0.4-0.5	7799
0.5-0.6	11437
0.6-0.7	4376
0.7-0.8	451
0.8-0.85	12
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.8611	NPC474364
Intermediate Similarity	0.844	NPC281604
Intermediate Similarity	0.8411	NPC269644
Intermediate Similarity	0.8304	NPC161611
Intermediate Similarity	0.823	NPC307651
Intermediate Similarity	0.819	NPC270654
Intermediate Similarity	0.8182	NPC156648
Intermediate Similarity	0.8108	NPC469636
Intermediate Similarity	0.8087	NPC216387
Intermediate Similarity	0.8083	NPC471466
Intermediate Similarity	0.8077	NPC23453
Intermediate Similarity	0.8053	NPC474314
Intermediate Similarity	0.8036	NPC174099
Intermediate Similarity	0.7982	NPC301943
Intermediate Similarity	0.7982	NPC474365
Intermediate Similarity	0.7965	NPC477247
Intermediate Similarity	0.7946	NPC40178
Intermediate Similarity	0.7946	NPC83628
Intermediate Similarity	0.7946	NPC265407
Intermediate Similarity	0.7946	NPC10251
Intermediate Similarity	0.7946	NPC17417
Intermediate Similarity	0.7944	NPC154517
Intermediate Similarity	0.7934	NPC14141
Intermediate Similarity	0.7899	NPC243059
Intermediate Similarity	0.7899	NPC280827
Intermediate Similarity	0.7895	NPC270699
Intermediate Similarity	0.7895	NPC82899
Intermediate Similarity	0.7876	NPC93084
Intermediate Similarity	0.7876	NPC196246
Intermediate Similarity	0.7876	NPC251854
Intermediate Similarity	0.7876	NPC214067
Intermediate Similarity	0.787	NPC80115
Intermediate Similarity	0.7869	NPC246166
Intermediate Similarity	0.7869	NPC477369
Intermediate Similarity	0.7863	NPC190298
Intermediate Similarity	0.7857	NPC56493
Intermediate Similarity	0.7857	NPC47536
Intermediate Similarity	0.7845	NPC470764
Intermediate Similarity	0.7838	NPC269457
Intermediate Similarity	0.7818	NPC82426
Intermediate Similarity	0.7818	NPC234305
Intermediate Similarity	0.7818	NPC160382
Intermediate Similarity	0.7818	NPC91820
Intermediate Similarity	0.781	NPC77273
Intermediate Similarity	0.7807	NPC474157
Intermediate Similarity	0.7807	NPC305912
Intermediate Similarity	0.7807	NPC1082
Intermediate Similarity	0.7805	NPC476599
Intermediate Similarity	0.7787	NPC8990
Intermediate Similarity	0.7778	NPC135951
Intermediate Similarity	0.7778	NPC17567
Intermediate Similarity	0.7778	NPC78701
Intermediate Similarity	0.7778	NPC145052
Intermediate Similarity	0.7778	NPC35448
Intermediate Similarity	0.7768	NPC37622
Intermediate Similarity	0.7768	NPC477251
Intermediate Similarity	0.7768	NPC474111
Intermediate Similarity	0.7768	NPC329705
Intermediate Similarity	0.7768	NPC30594
Intermediate Similarity	0.7768	NPC119271
Intermediate Similarity	0.7759	NPC474363
Intermediate Similarity	0.7759	NPC308744
Intermediate Similarity	0.7759	NPC87069
Intermediate Similarity	0.775	NPC473243
Intermediate Similarity	0.7748	NPC85977
Intermediate Similarity	0.7739	NPC477250
Intermediate Similarity	0.7731	NPC293424
Intermediate Similarity	0.7717	NPC475569
Intermediate Similarity	0.7706	NPC325497
Intermediate Similarity	0.7706	NPC146351
Intermediate Similarity	0.7699	NPC470391
Intermediate Similarity	0.7692	NPC210092
Intermediate Similarity	0.7685	NPC249912
Intermediate Similarity	0.7685	NPC276775
Intermediate Similarity	0.7685	NPC92754
Intermediate Similarity	0.7685	NPC103048
Intermediate Similarity	0.7672	NPC474176
Intermediate Similarity	0.7672	NPC128368
Intermediate Similarity	0.767	NPC96625
Intermediate Similarity	0.7667	NPC204784
Intermediate Similarity	0.7661	NPC236405
Intermediate Similarity	0.7661	NPC477363
Intermediate Similarity	0.7647	NPC294134
Intermediate Similarity	0.7642	NPC477362
Intermediate Similarity	0.7642	NPC473881
Intermediate Similarity	0.7638	NPC291419
Intermediate Similarity	0.7638	NPC60825
Intermediate Similarity	0.7619	NPC213156
Intermediate Similarity	0.7619	NPC84288
Intermediate Similarity	0.7619	NPC217431
Intermediate Similarity	0.7619	NPC240108
Intermediate Similarity	0.7615	NPC225060
Intermediate Similarity	0.7611	NPC51174
Intermediate Similarity	0.7611	NPC475203
Intermediate Similarity	0.7611	NPC474376
Intermediate Similarity	0.7611	NPC136962
Intermediate Similarity	0.7611	NPC472316
Intermediate Similarity	0.7611	NPC472315
Intermediate Similarity	0.7607	NPC153053
Intermediate Similarity	0.7607	NPC477411
Intermediate Similarity	0.7596	NPC304760
Intermediate Similarity	0.7589	NPC31786
Intermediate Similarity	0.7589	NPC19136
Intermediate Similarity	0.7586	NPC321852
Intermediate Similarity	0.7578	NPC108553
Intermediate Similarity	0.7563	NPC108532
Intermediate Similarity	0.7559	NPC42234
Intermediate Similarity	0.7547	NPC476484
Intermediate Similarity	0.7547	NPC317645
Intermediate Similarity	0.7545	NPC98911
Intermediate Similarity	0.7545	NPC472318
Intermediate Similarity	0.7544	NPC20485
Intermediate Similarity	0.7542	NPC469509
Intermediate Similarity	0.7542	NPC474408
Intermediate Similarity	0.7541	NPC50872
Intermediate Similarity	0.754	NPC472707
Intermediate Similarity	0.754	NPC477370
Intermediate Similarity	0.7538	NPC265459
Intermediate Similarity	0.7538	NPC290833
Intermediate Similarity	0.7538	NPC472247
Intermediate Similarity	0.7538	NPC475262
Intermediate Similarity	0.7525	NPC323103
Intermediate Similarity	0.7524	NPC220893
Intermediate Similarity	0.7524	NPC9822
Intermediate Similarity	0.7524	NPC173443
Intermediate Similarity	0.7522	NPC209632
Intermediate Similarity	0.7521	NPC272524
Intermediate Similarity	0.7521	NPC477245
Intermediate Similarity	0.7521	NPC476096
Intermediate Similarity	0.7521	NPC48525
Intermediate Similarity	0.7521	NPC477246
Intermediate Similarity	0.752	NPC79608
Intermediate Similarity	0.752	NPC477366
Intermediate Similarity	0.752	NPC476033
Intermediate Similarity	0.7519	NPC327204
Intermediate Similarity	0.7519	NPC323379
Intermediate Similarity	0.75	NPC260818
Intermediate Similarity	0.75	NPC169050
Intermediate Similarity	0.75	NPC286608
Intermediate Similarity	0.75	NPC89377
Intermediate Similarity	0.75	NPC476003
Intermediate Similarity	0.75	NPC469574
Intermediate Similarity	0.75	NPC469742
Intermediate Similarity	0.75	NPC130398
Intermediate Similarity	0.75	NPC289415
Intermediate Similarity	0.75	NPC89886
Intermediate Similarity	0.75	NPC473942
Intermediate Similarity	0.75	NPC319995
Intermediate Similarity	0.7481	NPC194769
Intermediate Similarity	0.7481	NPC285221
Intermediate Similarity	0.748	NPC37968
Intermediate Similarity	0.7479	NPC149691
Intermediate Similarity	0.7479	NPC226093
Intermediate Similarity	0.7479	NPC476476
Intermediate Similarity	0.7479	NPC471616
Intermediate Similarity	0.7478	NPC475282
Intermediate Similarity	0.7477	NPC70624
Intermediate Similarity	0.7477	NPC42211
Intermediate Similarity	0.7476	NPC53299
Intermediate Similarity	0.7462	NPC477281
Intermediate Similarity	0.7462	NPC19719
Intermediate Similarity	0.7462	NPC472250
Intermediate Similarity	0.7462	NPC477280
Intermediate Similarity	0.746	NPC477365
Intermediate Similarity	0.746	NPC477357
Intermediate Similarity	0.7459	NPC105709
Intermediate Similarity	0.7459	NPC475827
Intermediate Similarity	0.7459	NPC474223
Intermediate Similarity	0.7458	NPC241851
Intermediate Similarity	0.7458	NPC172525
Intermediate Similarity	0.7456	NPC37115
Intermediate Similarity	0.7455	NPC175852
Intermediate Similarity	0.7455	NPC210529
Intermediate Similarity	0.7455	NPC160548
Intermediate Similarity	0.7451	NPC270507
Intermediate Similarity	0.7451	NPC288903
Intermediate Similarity	0.7442	NPC477360
Intermediate Similarity	0.744	NPC57607
Intermediate Similarity	0.7438	NPC471033
Intermediate Similarity	0.7438	NPC311091
Intermediate Similarity	0.7436	NPC234376
Intermediate Similarity	0.7436	NPC185840
Intermediate Similarity	0.7436	NPC158282
Intermediate Similarity	0.7434	NPC280616
Intermediate Similarity	0.7434	NPC171831
Intermediate Similarity	0.7434	NPC242913
Intermediate Similarity	0.7434	NPC114594
Intermediate Similarity	0.7431	NPC12695
Intermediate Similarity	0.7424	NPC86772
Intermediate Similarity	0.7424	NPC71638
Intermediate Similarity	0.7424	NPC64230
Intermediate Similarity	0.7422	NPC272946
Intermediate Similarity	0.7422	NPC475671
Intermediate Similarity	0.7422	NPC475452
Intermediate Similarity	0.7419	NPC469927
Intermediate Similarity	0.7417	NPC128249
Intermediate Similarity	0.7405	NPC79699
Intermediate Similarity	0.7395	NPC474685
Intermediate Similarity	0.7391	NPC277788
Intermediate Similarity	0.7387	NPC203925

Drug Structure

NPD2067 OpenBabel08211701392D 21 22 0 0 1 0 0 0 0 0999 V2000 -2.7193 0.0229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0134 -2.3054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7682 -0.2861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4898 2.0303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.2330 1.3612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1840 1.6702 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 -1.7796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2213 -1.3272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0251 0.3830 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 11 2 0 0 0 0 8 11 1 0 0 0 0 9 10 1 0 0 0 0 9 12 1 0 0 0 0 10 13 1 0 0 0 0 11 14 1 0 0 0 0 12 14 1 0 0 0 0 12 21 1 0 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 15 19 1 0 0 0 0 16 18 2 0 0 0 0 16 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010341
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	290.12
ALogP	-0.3595
MLogP	2.67
XLogP	4.312
HDA	5
HBD	0
Rotatable Bonds	9
TPSA	61.83
RO5 Violation	0