NPASS drugs

Drug Information

Drug ID:	NPD5603
Drug Name:
Molecular Formula:	C23H27N3O3
Canonical SMILES:	COc1ccccc1N1CCN(CC1)CCCCN1C(=O)c2c(C1=O)cccc2
Standard InCHI:	InChI=1S/C23H27N3O3/c1-29-21-11-5-4-10-20(21)25-16-14-24(15-17-25)12-6-7-13-26-22(27)18-8-2-3-9-19(18)23(26)28/h2-5,8-11H,6-7,12-17H2,1H3
Standard InCHIKey:	SJDOMIRMMUGQQK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5603

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	255
0.1-0.2	1587
0.2-0.3	6713
0.3-0.4	5293
0.4-0.5	8207
0.5-0.6	7825
0.6-0.7	960
0.7-0.8	49
0.8-0.85	1
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	0.8023	NPC314659
Intermediate Similarity	0.7966	NPC197335
Intermediate Similarity	0.7874	NPC471648
Intermediate Similarity	0.7824	NPC301163
Intermediate Similarity	0.7736	NPC266425
Intermediate Similarity	0.7727	NPC73280
Intermediate Similarity	0.7692	NPC87391
Intermediate Similarity	0.766	NPC71124
Intermediate Similarity	0.7594	NPC198401
Intermediate Similarity	0.7572	NPC93653
Intermediate Similarity	0.7552	NPC207971
Intermediate Similarity	0.754	NPC254957
Intermediate Similarity	0.7526	NPC5374
Intermediate Similarity	0.7474	NPC112937
Intermediate Similarity	0.7473	NPC270301
Intermediate Similarity	0.7443	NPC299582
Intermediate Similarity	0.7423	NPC268077
Intermediate Similarity	0.7366	NPC21425
Intermediate Similarity	0.733	NPC257763
Intermediate Similarity	0.7322	NPC85613
Intermediate Similarity	0.7302	NPC473004
Intermediate Similarity	0.7292	NPC100863
Intermediate Similarity	0.7287	NPC45389
Intermediate Similarity	0.7263	NPC471651
Intermediate Similarity	0.7235	NPC9373
Intermediate Similarity	0.7228	NPC5167
Intermediate Similarity	0.7212	NPC257851
Intermediate Similarity	0.72	NPC471649
Intermediate Similarity	0.7196	NPC473569
Intermediate Similarity	0.7194	NPC41216
Intermediate Similarity	0.7172	NPC478075
Intermediate Similarity	0.7166	NPC473007
Intermediate Similarity	0.7136	NPC100573
Intermediate Similarity	0.7136	NPC207873
Intermediate Similarity	0.7128	NPC116007
Intermediate Similarity	0.7111	NPC471652
Intermediate Similarity	0.7097	NPC472163
Intermediate Similarity	0.7085	NPC308943
Intermediate Similarity	0.7059	NPC308197
Intermediate Similarity	0.7048	NPC29650
Intermediate Similarity	0.7047	NPC230313
Intermediate Similarity	0.7041	NPC67904
Intermediate Similarity	0.7041	NPC138830
Intermediate Similarity	0.7016	NPC473008
Intermediate Similarity	0.7016	NPC174629
Intermediate Similarity	0.7011	NPC144691
Intermediate Similarity	0.7011	NPC470548
Intermediate Similarity	0.701	NPC55470
Intermediate Similarity	0.7006	NPC138365
Intermediate Similarity	0.7005	NPC323969
Remote Similarity	0.6995	NPC470481
Remote Similarity	0.6995	NPC470482
Remote Similarity	0.6989	NPC119669
Remote Similarity	0.6963	NPC329631
Remote Similarity	0.6952	NPC283810
Remote Similarity	0.695	NPC195787
Remote Similarity	0.695	NPC246140
Remote Similarity	0.6947	NPC83511
Remote Similarity	0.6947	NPC262725
Remote Similarity	0.6915	NPC288305
Remote Similarity	0.6915	NPC116096
Remote Similarity	0.6895	NPC322621
Remote Similarity	0.6891	NPC1820
Remote Similarity	0.6885	NPC33507
Remote Similarity	0.6878	NPC99723
Remote Similarity	0.6875	NPC288987
Remote Similarity	0.6872	NPC243626
Remote Similarity	0.6872	NPC122886
Remote Similarity	0.6871	NPC250476
Remote Similarity	0.6868	NPC24954
Remote Similarity	0.6862	NPC166169
Remote Similarity	0.6862	NPC222524
Remote Similarity	0.6857	NPC242000
Remote Similarity	0.6856	NPC204970
Remote Similarity	0.6852	NPC476220
Remote Similarity	0.6852	NPC160113
Remote Similarity	0.6839	NPC471647
Remote Similarity	0.6839	NPC471646
Remote Similarity	0.6829	NPC218323
Remote Similarity	0.682	NPC154922
Remote Similarity	0.6812	NPC234772
Remote Similarity	0.6809	NPC474815
Remote Similarity	0.6808	NPC157931
Remote Similarity	0.6807	NPC231382
Remote Similarity	0.6804	NPC22476
Remote Similarity	0.6802	NPC161804
Remote Similarity	0.68	NPC473005
Remote Similarity	0.6798	NPC90185
Remote Similarity	0.6798	NPC287208
Remote Similarity	0.6796	NPC473006
Remote Similarity	0.6788	NPC477259
Remote Similarity	0.6788	NPC169387
Remote Similarity	0.6782	NPC477161
Remote Similarity	0.6779	NPC313327
Remote Similarity	0.6776	NPC66777
Remote Similarity	0.6776	NPC471762
Remote Similarity	0.6769	NPC206109
Remote Similarity	0.6769	NPC114039
Remote Similarity	0.6768	NPC234933
Remote Similarity	0.6765	NPC477160
Remote Similarity	0.6758	NPC199737
Remote Similarity	0.6754	NPC302235
Remote Similarity	0.6749	NPC222561
Remote Similarity	0.6749	NPC212123
Remote Similarity	0.6749	NPC16249
Remote Similarity	0.6748	NPC10732
Remote Similarity	0.6746	NPC195120
Remote Similarity	0.6746	NPC87560
Remote Similarity	0.6746	NPC77777
Remote Similarity	0.6735	NPC470485
Remote Similarity	0.6733	NPC473422
Remote Similarity	0.6727	NPC476258
Remote Similarity	0.6727	NPC304837
Remote Similarity	0.6721	NPC135006
Remote Similarity	0.6721	NPC204867
Remote Similarity	0.6719	NPC102760
Remote Similarity	0.6718	NPC92803
Remote Similarity	0.6716	NPC330683
Remote Similarity	0.6716	NPC329567
Remote Similarity	0.6715	NPC268223
Remote Similarity	0.6701	NPC18890
Remote Similarity	0.6698	NPC216612
Remote Similarity	0.6686	NPC315051
Remote Similarity	0.6685	NPC471124
Remote Similarity	0.6684	NPC70092
Remote Similarity	0.6684	NPC307640
Remote Similarity	0.6683	NPC132874
Remote Similarity	0.6683	NPC265642
Remote Similarity	0.6683	NPC218733
Remote Similarity	0.6683	NPC138615
Remote Similarity	0.6682	NPC49547
Remote Similarity	0.6682	NPC470018
Remote Similarity	0.6667	NPC472540
Remote Similarity	0.6667	NPC472539
Remote Similarity	0.6667	NPC470787
Remote Similarity	0.6667	NPC474059
Remote Similarity	0.6667	NPC113455
Remote Similarity	0.6667	NPC72905
Remote Similarity	0.6667	NPC198160
Remote Similarity	0.6651	NPC74575
Remote Similarity	0.665	NPC470020
Remote Similarity	0.665	NPC471825
Remote Similarity	0.6649	NPC472115
Remote Similarity	0.6649	NPC472114
Remote Similarity	0.6648	NPC471122
Remote Similarity	0.6648	NPC133817
Remote Similarity	0.6648	NPC189908
Remote Similarity	0.6648	NPC476443
Remote Similarity	0.6636	NPC115588
Remote Similarity	0.6635	NPC30749
Remote Similarity	0.6633	NPC472542
Remote Similarity	0.6633	NPC472541
Remote Similarity	0.6633	NPC470483
Remote Similarity	0.6632	NPC287152
Remote Similarity	0.6632	NPC321211
Remote Similarity	0.663	NPC315257
Remote Similarity	0.6628	NPC471316
Remote Similarity	0.6628	NPC319645
Remote Similarity	0.662	NPC194740
Remote Similarity	0.6619	NPC305984
Remote Similarity	0.6618	NPC82541
Remote Similarity	0.6615	NPC27887
Remote Similarity	0.6614	NPC475607
Remote Similarity	0.6606	NPC473186
Remote Similarity	0.6605	NPC476436
Remote Similarity	0.6604	NPC157983
Remote Similarity	0.6604	NPC225279
Remote Similarity	0.6604	NPC118154
Remote Similarity	0.66	NPC23080
Remote Similarity	0.66	NPC193906
Remote Similarity	0.6596	NPC96901
Remote Similarity	0.6595	NPC254700
Remote Similarity	0.6595	NPC153631
Remote Similarity	0.659	NPC204156
Remote Similarity	0.6588	NPC134702
Remote Similarity	0.6587	NPC264176
Remote Similarity	0.6587	NPC159815
Remote Similarity	0.6587	NPC474428
Remote Similarity	0.6583	NPC477258
Remote Similarity	0.6583	NPC470023
Remote Similarity	0.6582	NPC208890
Remote Similarity	0.6579	NPC285941
Remote Similarity	0.6579	NPC474081
Remote Similarity	0.6578	NPC120239
Remote Similarity	0.6576	NPC289776
Remote Similarity	0.6576	NPC133470
Remote Similarity	0.6576	NPC191863
Remote Similarity	0.657	NPC106606
Remote Similarity	0.6569	NPC163829
Remote Similarity	0.6569	NPC470484
Remote Similarity	0.6568	NPC257390
Remote Similarity	0.6561	NPC475594
Remote Similarity	0.6559	NPC279527
Remote Similarity	0.6559	NPC214960
Remote Similarity	0.6557	NPC57512
Remote Similarity	0.6557	NPC288110
Remote Similarity	0.6557	NPC475609
Remote Similarity	0.6553	NPC285192
Remote Similarity	0.6552	NPC15987
Remote Similarity	0.6552	NPC295898

Drug Structure

NPD5603 OpenBabel08211708292D 29 32 0 0 0 0 0 0 0 0999 V2000 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.2709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -3.2709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -2.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -2.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 -0.2788 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 -0.2788 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 3 2 0 0 0 0 2 8 1 0 0 0 0 3 9 1 0 0 0 0 4 5 2 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 7 1 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 18 2 0 0 0 0 9 19 2 0 0 0 0 10 20 2 0 0 0 0 11 21 2 0 0 0 0 12 24 1 0 0 0 0 13 26 1 0 0 0 0 14 16 1 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 25 1 0 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 21 1 0 0 0 0 20 25 1 0 0 0 0 21 29 1 0 0 0 0 22 26 1 0 0 0 0 22 27 2 0 0 0 0 23 26 1 0 0 0 0 23 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000989
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	4431
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.21
ALogP	-1.2901
MLogP	3.33
XLogP	3.674
HDA	5
HBD	0
Rotatable Bonds	8
TPSA	53.09
RO5 Violation	0