NPASS drugs

Drug Information

Drug ID:	NPD5668
Drug Name:
Molecular Formula:	C23H29NO3S
Canonical SMILES:	CCCCc1oc2c(c1C(=O)c1ccc(s1)OCCN(CC)CC)cccc2
Standard InCHI:	InChI=1S/C23H29NO3S/c1-4-7-11-19-22(17-10-8-9-12-18(17)27-19)23(25)20-13-14-21(28-20)26-16-15-24(5-2)6-3/h8-10,12-14H,4-7,11,15-16H2,1-3H3
Standard InCHIKey:	YAKRKFCZKPDKHG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5668

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	190
0.1-0.2	1538
0.2-0.3	4763
0.3-0.4	8340
0.4-0.5	5364
0.5-0.6	8530
0.6-0.7	2160
0.7-0.8	5
0.8-0.85	0
0.85-0.9	0
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
Intermediate Similarity	0.7865	NPC149571
Intermediate Similarity	0.7097	NPC246214
Intermediate Similarity	0.7059	NPC27798
Intermediate Similarity	0.7059	NPC93241
Intermediate Similarity	0.7	NPC117674
Remote Similarity	0.6977	NPC281398
Remote Similarity	0.6971	NPC156244
Remote Similarity	0.6968	NPC206007
Remote Similarity	0.6932	NPC67654
Remote Similarity	0.6918	NPC472888
Remote Similarity	0.6914	NPC472406
Remote Similarity	0.691	NPC160015
Remote Similarity	0.691	NPC247677
Remote Similarity	0.6899	NPC314329
Remote Similarity	0.6894	NPC141059
Remote Similarity	0.6893	NPC23559
Remote Similarity	0.6893	NPC133817
Remote Similarity	0.6893	NPC476443
Remote Similarity	0.6872	NPC260902
Remote Similarity	0.6872	NPC296957
Remote Similarity	0.686	NPC17262
Remote Similarity	0.6854	NPC474542
Remote Similarity	0.6839	NPC198427
Remote Similarity	0.6836	NPC24232
Remote Similarity	0.6833	NPC476349
Remote Similarity	0.6833	NPC476350
Remote Similarity	0.6833	NPC40583
Remote Similarity	0.6832	NPC470858
Remote Similarity	0.6832	NPC83301
Remote Similarity	0.6829	NPC136340
Remote Similarity	0.6829	NPC475092
Remote Similarity	0.6821	NPC230943
Remote Similarity	0.6818	NPC144010
Remote Similarity	0.6815	NPC54243
Remote Similarity	0.6815	NPC35744
Remote Similarity	0.6815	NPC137710
Remote Similarity	0.6813	NPC141252
Remote Similarity	0.6813	NPC11799
Remote Similarity	0.681	NPC50583
Remote Similarity	0.6805	NPC62735
Remote Similarity	0.6805	NPC233707
Remote Similarity	0.6805	NPC265181
Remote Similarity	0.68	NPC135325
Remote Similarity	0.6798	NPC1477
Remote Similarity	0.6798	NPC213608
Remote Similarity	0.6798	NPC290927
Remote Similarity	0.6796	NPC145990
Remote Similarity	0.679	NPC184391
Remote Similarity	0.6782	NPC51641
Remote Similarity	0.6782	NPC308799
Remote Similarity	0.6782	NPC214239
Remote Similarity	0.6782	NPC300267
Remote Similarity	0.678	NPC145830
Remote Similarity	0.6774	NPC28054
Remote Similarity	0.677	NPC56332
Remote Similarity	0.6766	NPC209858
Remote Similarity	0.6763	NPC302181
Remote Similarity	0.6761	NPC226644
Remote Similarity	0.6761	NPC37226
Remote Similarity	0.6761	NPC39929
Remote Similarity	0.6761	NPC296030
Remote Similarity	0.6752	NPC32298
Remote Similarity	0.6748	NPC298884
Remote Similarity	0.6747	NPC472882
Remote Similarity	0.6746	NPC29638
Remote Similarity	0.6743	NPC12148
Remote Similarity	0.6743	NPC113428
Remote Similarity	0.6743	NPC61284
Remote Similarity	0.6743	NPC130581
Remote Similarity	0.6742	NPC207624
Remote Similarity	0.6742	NPC5871
Remote Similarity	0.6731	NPC45536
Remote Similarity	0.6728	NPC2771
Remote Similarity	0.6728	NPC224657
Remote Similarity	0.6727	NPC183348
Remote Similarity	0.6727	NPC282230
Remote Similarity	0.6724	NPC98926
Remote Similarity	0.6723	NPC135303
Remote Similarity	0.6723	NPC191104
Remote Similarity	0.6723	NPC148423
Remote Similarity	0.6709	NPC201284
Remote Similarity	0.6707	NPC125887
Remote Similarity	0.6706	NPC474615
Remote Similarity	0.6705	NPC306788
Remote Similarity	0.6705	NPC53192
Remote Similarity	0.6704	NPC179170
Remote Similarity	0.6703	NPC115432
Remote Similarity	0.6703	NPC260296
Remote Similarity	0.6687	NPC477412
Remote Similarity	0.6687	NPC15083
Remote Similarity	0.6687	NPC470977
Remote Similarity	0.6687	NPC470976
Remote Similarity	0.6687	NPC196979
Remote Similarity	0.6686	NPC163029
Remote Similarity	0.6686	NPC224418
Remote Similarity	0.6686	NPC190572
Remote Similarity	0.6686	NPC250331
Remote Similarity	0.6686	NPC232996
Remote Similarity	0.6686	NPC210826
Remote Similarity	0.6685	NPC23668
Remote Similarity	0.6685	NPC106372
Remote Similarity	0.6685	NPC115324
Remote Similarity	0.6685	NPC471649
Remote Similarity	0.6685	NPC58668
Remote Similarity	0.6685	NPC193976
Remote Similarity	0.6685	NPC170169
Remote Similarity	0.6685	NPC65504
Remote Similarity	0.6684	NPC120220
Remote Similarity	0.6667	NPC159786
Remote Similarity	0.6667	NPC265793
Remote Similarity	0.6667	NPC148938
Remote Similarity	0.6667	NPC471651
Remote Similarity	0.6667	NPC170546
Remote Similarity	0.6667	NPC320789
Remote Similarity	0.6667	NPC85059
Remote Similarity	0.6667	NPC198490
Remote Similarity	0.6667	NPC88445
Remote Similarity	0.6667	NPC205523
Remote Similarity	0.6667	NPC247743
Remote Similarity	0.6667	NPC304387
Remote Similarity	0.6667	NPC225884
Remote Similarity	0.6667	NPC66246
Remote Similarity	0.6649	NPC472584
Remote Similarity	0.6648	NPC252208
Remote Similarity	0.6648	NPC142308
Remote Similarity	0.6648	NPC17816
Remote Similarity	0.6648	NPC38361
Remote Similarity	0.6648	NPC244750
Remote Similarity	0.6648	NPC130015
Remote Similarity	0.6648	NPC263676
Remote Similarity	0.6647	NPC254741
Remote Similarity	0.6647	NPC177262
Remote Similarity	0.6646	NPC171023
Remote Similarity	0.6645	NPC53953
Remote Similarity	0.6645	NPC279916
Remote Similarity	0.663	NPC221992
Remote Similarity	0.6629	NPC233763
Remote Similarity	0.6629	NPC167576
Remote Similarity	0.6629	NPC78335
Remote Similarity	0.6629	NPC230713
Remote Similarity	0.6629	NPC474261
Remote Similarity	0.6628	NPC477537
Remote Similarity	0.6627	NPC477645
Remote Similarity	0.6627	NPC217914
Remote Similarity	0.6627	NPC146872
Remote Similarity	0.6627	NPC125269
Remote Similarity	0.6627	NPC228184
Remote Similarity	0.6625	NPC115859
Remote Similarity	0.6613	NPC53640
Remote Similarity	0.6612	NPC220582
Remote Similarity	0.6612	NPC304839
Remote Similarity	0.6611	NPC183874
Remote Similarity	0.6611	NPC42458
Remote Similarity	0.6611	NPC158261
Remote Similarity	0.6611	NPC41719
Remote Similarity	0.6611	NPC122365
Remote Similarity	0.6611	NPC473194
Remote Similarity	0.6611	NPC235333
Remote Similarity	0.661	NPC266743
Remote Similarity	0.661	NPC272194
Remote Similarity	0.6609	NPC313036
Remote Similarity	0.6607	NPC477536
Remote Similarity	0.6605	NPC118853
Remote Similarity	0.6605	NPC182646
Remote Similarity	0.6595	NPC38591
Remote Similarity	0.6595	NPC155640
Remote Similarity	0.6595	NPC109180
Remote Similarity	0.6593	NPC10051
Remote Similarity	0.6593	NPC246647
Remote Similarity	0.6593	NPC212967
Remote Similarity	0.6593	NPC299094
Remote Similarity	0.6593	NPC96342
Remote Similarity	0.6593	NPC164110
Remote Similarity	0.6592	NPC116604
Remote Similarity	0.6592	NPC472407
Remote Similarity	0.6588	NPC278832
Remote Similarity	0.6588	NPC99854
Remote Similarity	0.6588	NPC64157
Remote Similarity	0.6587	NPC301717
Remote Similarity	0.6585	NPC237868
Remote Similarity	0.6585	NPC474264
Remote Similarity	0.6582	NPC312525
Remote Similarity	0.6582	NPC469954
Remote Similarity	0.6582	NPC217180
Remote Similarity	0.6582	NPC217423
Remote Similarity	0.6578	NPC186392
Remote Similarity	0.6578	NPC476459
Remote Similarity	0.6575	NPC213936
Remote Similarity	0.6575	NPC297531
Remote Similarity	0.6575	NPC233776
Remote Similarity	0.6575	NPC473193
Remote Similarity	0.6575	NPC99199
Remote Similarity	0.6573	NPC37208
Remote Similarity	0.6573	NPC226578
Remote Similarity	0.6573	NPC178202
Remote Similarity	0.6573	NPC221868
Remote Similarity	0.6573	NPC472298
Remote Similarity	0.657	NPC124269
Remote Similarity	0.6568	NPC292998
Remote Similarity	0.6568	NPC324117

Drug Structure

NPD5668 OpenBabel08211708292D 28 30 0 0 0 0 0 0 0 0999 V2000 2.9022 -4.6646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9574 3.3430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6046 2.8078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7976 -3.6701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6483 2.3920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2956 1.8567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8841 -3.2634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9409 0.6460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5287 -0.1630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9464 0.5415 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -2.2688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1220 -1.0765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0085 0.6977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0303 0.4898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5396 -0.3720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1274 -1.1810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5886 -1.6810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5886 -0.6810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3175 1.6488 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8841 0.9013 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 -0.4612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5396 -1.9901 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 24 1 0 0 0 0 6 24 1 0 0 0 0 7 11 1 0 0 0 0 8 9 2 0 0 0 0 8 10 1 0 0 0 0 9 12 1 0 0 0 0 10 17 2 0 0 0 0 11 19 1 0 0 0 0 12 18 2 0 0 0 0 13 14 1 0 0 0 0 13 20 2 0 0 0 0 14 21 2 0 0 0 0 15 16 1 0 0 0 0 15 24 1 0 0 0 0 16 26 1 0 0 0 0 17 18 1 0 0 0 0 17 22 1 0 0 0 0 18 27 1 0 0 0 0 19 22 2 0 0 0 0 19 27 1 0 0 0 0 20 23 1 0 0 0 0 20 28 1 0 0 0 0 21 26 1 0 0 0 0 21 28 1 0 0 0 0 22 23 1 0 0 0 0 23 25 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003526
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	153913
ChEBI
CAS Number

Drug Properties

Molecular Weight	399.19
ALogP	0.4913
MLogP	3.44
XLogP	5.832
HDA	2
HBD	0
Rotatable Bonds	14
TPSA	70.92
RO5 Violation	2