NPASS drugs

Drug Information

Drug ID:	NPD5715
Drug Name:
Molecular Formula:	C23H32FN3O4
Canonical SMILES:	OC(=NCC1CCN(CC1)CC1(O)CCOCC1)N1C(=O)C(c2c1cc(F)cc2)(C)C
Standard InCHI:	InChI=1S/C23H32FN3O4/c1-22(2)18-4-3-17(24)13-19(18)27(20(22)28)21(29)25-14-16-5-9-26(10-6-16)15-23(30)7-11-31-12-8-23/h3-4,13,16,30H,5-12,14-15H2,1-2H3,(H,25,29)
Standard InCHIKey:	AGMOFKKOVMRGAK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5715

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	125
0.1-0.2	826
0.2-0.3	2700
0.3-0.4	15477
0.4-0.5	8744
0.5-0.6	2413
0.6-0.7	556
0.7-0.8	49
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	0.7771	NPC472106
Intermediate Similarity	0.773	NPC29285
Intermediate Similarity	0.7651	NPC472120
Intermediate Similarity	0.7651	NPC472101
Intermediate Similarity	0.7644	NPC477159
Intermediate Similarity	0.7576	NPC113946
Intermediate Similarity	0.753	NPC471122
Intermediate Similarity	0.7456	NPC471124
Intermediate Similarity	0.744	NPC472117
Intermediate Similarity	0.744	NPC176983
Intermediate Similarity	0.7436	NPC471123
Intermediate Similarity	0.7405	NPC315051
Intermediate Similarity	0.7381	NPC472102
Intermediate Similarity	0.7381	NPC309531
Intermediate Similarity	0.7365	NPC104345
Intermediate Similarity	0.7278	NPC143457
Intermediate Similarity	0.7257	NPC129624
Intermediate Similarity	0.7233	NPC469560
Intermediate Similarity	0.7207	NPC245741
Intermediate Similarity	0.7143	NPC470301
Intermediate Similarity	0.7135	NPC286871
Intermediate Similarity	0.7127	NPC282092
Intermediate Similarity	0.7119	NPC474081
Intermediate Similarity	0.711	NPC214960
Intermediate Similarity	0.711	NPC279527
Intermediate Similarity	0.7093	NPC138293
Intermediate Similarity	0.7093	NPC313757
Intermediate Similarity	0.7093	NPC113056
Intermediate Similarity	0.7088	NPC473815
Intermediate Similarity	0.7076	NPC315368
Intermediate Similarity	0.7066	NPC66936
Intermediate Similarity	0.7062	NPC475607
Intermediate Similarity	0.7059	NPC472542
Intermediate Similarity	0.7059	NPC472541
Intermediate Similarity	0.7045	NPC285622
Intermediate Similarity	0.7045	NPC96901
Intermediate Similarity	0.7039	NPC11149
Intermediate Similarity	0.7037	NPC186284
Intermediate Similarity	0.7037	NPC22082
Intermediate Similarity	0.703	NPC324445
Intermediate Similarity	0.7018	NPC154478
Intermediate Similarity	0.7011	NPC472115
Intermediate Similarity	0.7011	NPC472114
Intermediate Similarity	0.7006	NPC13367
Intermediate Similarity	0.7006	NPC473329
Intermediate Similarity	0.7006	NPC475594
Intermediate Similarity	0.7005	NPC472539
Intermediate Similarity	0.7005	NPC472540
Intermediate Similarity	0.7005	NPC470787
Remote Similarity	0.6988	NPC212799
Remote Similarity	0.6983	NPC475761
Remote Similarity	0.6983	NPC475094
Remote Similarity	0.6966	NPC476441
Remote Similarity	0.6959	NPC153694
Remote Similarity	0.6959	NPC211525
Remote Similarity	0.6957	NPC284706
Remote Similarity	0.6954	NPC470069
Remote Similarity	0.6954	NPC52059
Remote Similarity	0.6949	NPC476425
Remote Similarity	0.694	NPC478077
Remote Similarity	0.6919	NPC310403
Remote Similarity	0.6919	NPC263709
Remote Similarity	0.6919	NPC243673
Remote Similarity	0.6919	NPC97380
Remote Similarity	0.6919	NPC148468
Remote Similarity	0.6919	NPC63210
Remote Similarity	0.6901	NPC84317
Remote Similarity	0.6893	NPC355
Remote Similarity	0.6889	NPC474041
Remote Similarity	0.6882	NPC478076
Remote Similarity	0.6879	NPC68650
Remote Similarity	0.6879	NPC201424
Remote Similarity	0.6879	NPC225319
Remote Similarity	0.6878	NPC475559
Remote Similarity	0.6854	NPC139085
Remote Similarity	0.6854	NPC251212
Remote Similarity	0.6854	NPC214626
Remote Similarity	0.6839	NPC476231
Remote Similarity	0.6839	NPC472121
Remote Similarity	0.6836	NPC469915
Remote Similarity	0.6836	NPC472118
Remote Similarity	0.6826	NPC472100
Remote Similarity	0.6816	NPC470548
Remote Similarity	0.6782	NPC474058
Remote Similarity	0.6772	NPC221687
Remote Similarity	0.6768	NPC207554
Remote Similarity	0.6768	NPC130251
Remote Similarity	0.6763	NPC222029
Remote Similarity	0.676	NPC21752
Remote Similarity	0.676	NPC293255
Remote Similarity	0.676	NPC210415
Remote Similarity	0.676	NPC298851
Remote Similarity	0.676	NPC181138
Remote Similarity	0.676	NPC276993
Remote Similarity	0.6755	NPC473004
Remote Similarity	0.6744	NPC473297
Remote Similarity	0.6744	NPC161827
Remote Similarity	0.6743	NPC85651
Remote Similarity	0.6738	NPC105055
Remote Similarity	0.6738	NPC22689
Remote Similarity	0.6738	NPC473298
Remote Similarity	0.673	NPC187231
Remote Similarity	0.6728	NPC300299
Remote Similarity	0.6724	NPC36495
Remote Similarity	0.6721	NPC476428
Remote Similarity	0.6703	NPC259626
Remote Similarity	0.6702	NPC90967
Remote Similarity	0.6702	NPC302548
Remote Similarity	0.6684	NPC475489
Remote Similarity	0.6667	NPC154602
Remote Similarity	0.6667	NPC177261
Remote Similarity	0.6667	NPC475685
Remote Similarity	0.6667	NPC477160
Remote Similarity	0.6667	NPC328683
Remote Similarity	0.6667	NPC283130
Remote Similarity	0.6649	NPC471195
Remote Similarity	0.6649	NPC471196
Remote Similarity	0.6649	NPC2933
Remote Similarity	0.6648	NPC476326
Remote Similarity	0.6648	NPC194881
Remote Similarity	0.6648	NPC260075
Remote Similarity	0.6646	NPC287358
Remote Similarity	0.6646	NPC122553
Remote Similarity	0.6646	NPC207428
Remote Similarity	0.6629	NPC276085
Remote Similarity	0.6629	NPC278887
Remote Similarity	0.6629	NPC193410
Remote Similarity	0.6627	NPC161069
Remote Similarity	0.6627	NPC478039
Remote Similarity	0.6625	NPC314431
Remote Similarity	0.6614	NPC473763
Remote Similarity	0.6614	NPC117244
Remote Similarity	0.6613	NPC307396
Remote Similarity	0.6612	NPC99043
Remote Similarity	0.6612	NPC218594
Remote Similarity	0.6612	NPC321211
Remote Similarity	0.6609	NPC94167
Remote Similarity	0.6609	NPC172937
Remote Similarity	0.6606	NPC83214
Remote Similarity	0.6597	NPC230313
Remote Similarity	0.6595	NPC256288
Remote Similarity	0.6591	NPC248117
Remote Similarity	0.6578	NPC291759
Remote Similarity	0.6576	NPC15840
Remote Similarity	0.6576	NPC286994
Remote Similarity	0.6571	NPC61013
Remote Similarity	0.657	NPC243756
Remote Similarity	0.6566	NPC243162
Remote Similarity	0.6564	NPC471512
Remote Similarity	0.6562	NPC473375
Remote Similarity	0.6562	NPC97100
Remote Similarity	0.6561	NPC128582
Remote Similarity	0.6554	NPC99632
Remote Similarity	0.6554	NPC282339
Remote Similarity	0.6554	NPC469741
Remote Similarity	0.6546	NPC106118
Remote Similarity	0.6543	NPC181928
Remote Similarity	0.6541	NPC475962
Remote Similarity	0.6533	NPC471950
Remote Similarity	0.6533	NPC471945
Remote Similarity	0.6529	NPC264589
Remote Similarity	0.6528	NPC471199
Remote Similarity	0.6527	NPC301760
Remote Similarity	0.6524	NPC322621
Remote Similarity	0.6524	NPC473007
Remote Similarity	0.6524	NPC133591
Remote Similarity	0.6522	NPC248462
Remote Similarity	0.6515	NPC277350
Remote Similarity	0.651	NPC289299
Remote Similarity	0.651	NPC57994
Remote Similarity	0.6509	NPC472103
Remote Similarity	0.6509	NPC314186
Remote Similarity	0.6505	NPC159963
Remote Similarity	0.65	NPC223595
Remote Similarity	0.65	NPC63047
Remote Similarity	0.65	NPC475248
Remote Similarity	0.65	NPC469462
Remote Similarity	0.65	NPC167724
Remote Similarity	0.65	NPC478079
Remote Similarity	0.65	NPC471946
Remote Similarity	0.65	NPC471951
Remote Similarity	0.65	NPC224970
Remote Similarity	0.6497	NPC295548
Remote Similarity	0.6497	NPC477179
Remote Similarity	0.6495	NPC149708
Remote Similarity	0.6491	NPC254798
Remote Similarity	0.6489	NPC473615
Remote Similarity	0.6484	NPC242269
Remote Similarity	0.6482	NPC472538
Remote Similarity	0.6474	NPC161956
Remote Similarity	0.6474	NPC473008
Remote Similarity	0.6474	NPC473569
Remote Similarity	0.6474	NPC258531
Remote Similarity	0.6474	NPC112373
Remote Similarity	0.6471	NPC472119
Remote Similarity	0.6471	NPC138775
Remote Similarity	0.6465	NPC254850
Remote Similarity	0.6465	NPC477178
Remote Similarity	0.6465	NPC477181
Remote Similarity	0.6465	NPC477180

Drug Structure

NPD5715 OpenBabel08211708292D 33 36 0 0 0 0 0 0 0 0999 V2000 -1.8917 1.7902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 2.1970 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8698 -0.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5608 0.1285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 7.8941 0.7412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2211 0.2929 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 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1529 -0.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4799 -0.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2226 -1.3578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2007 -1.5657 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 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 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 -1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5097 -2.5168 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 0.6386 1.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7216 1.6088 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4458 -0.9319 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6454 1.2261 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 17 1 0 0 0 0 4 18 1 0 0 0 0 5 9 1 0 0 0 0 5 16 1 0 0 0 0 6 10 1 0 0 0 0 6 16 1 0 0 0 0 7 11 1 0 0 0 0 7 23 1 0 0 0 0 8 12 1 0 0 0 0 8 23 1 0 0 0 0 9 26 1 0 0 0 0 10 26 1 0 0 0 0 11 31 1 0 0 0 0 12 31 1 0 0 0 0 13 17 2 0 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 14 25 1 0 0 0 0 15 23 1 0 0 0 0 15 26 1 0 0 0 0 17 24 1 0 0 0 0 18 19 2 0 0 0 0 18 22 1 0 0 0 0 19 27 1 0 0 0 0 20 22 1 0 0 0 0 20 27 1 0 0 0 0 20 28 2 0 0 0 0 21 25 2 3 0 0 0 21 27 1 0 0 0 0 21 29 1 0 0 0 0 23 30 1 0 0 0 0 29 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012928
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71451950
ChEBI
CAS Number

Drug Properties

Molecular Weight	433.24
ALogP	-1.3029
MLogP	3.11
XLogP	2.532
HDA	7
HBD	2
Rotatable Bonds	10
TPSA	85.6
RO5 Violation	0