NPASS drugs

Drug Information

Drug ID:	NPD5896
Drug Name:
Molecular Formula:	C24H26FN3O2
Canonical SMILES:	COc1ccc2c(c1)c(ccc2)N1CCN(CC1)CCNC(=O)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C24H26FN3O2/c1-30-21-10-7-18-3-2-4-23(22(18)17-21)28-15-13-27(14-16-28)12-11-26-24(29)19-5-8-20(25)9-6-19/h2-10,17H,11-16H2,1H3,(H,26,29)
Standard InCHIKey:	IFMQODYDAUKKEN-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5896

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	293
0.1-0.2	1513
0.2-0.3	7018
0.3-0.4	5261
0.4-0.5	6504
0.5-0.6	8974
0.6-0.7	1249
0.7-0.8	77
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	0.8105	NPC5374
Intermediate Similarity	0.7958	NPC71124
Intermediate Similarity	0.7908	NPC308943
Intermediate Similarity	0.7908	NPC222561
Intermediate Similarity	0.7842	NPC254957
Intermediate Similarity	0.7797	NPC93653
Intermediate Similarity	0.7755	NPC207971
Intermediate Similarity	0.7742	NPC314659
Intermediate Similarity	0.7716	NPC268077
Intermediate Similarity	0.7688	NPC197335
Intermediate Similarity	0.7635	NPC55470
Intermediate Similarity	0.7635	NPC298449
Intermediate Similarity	0.76	NPC207873
Intermediate Similarity	0.76	NPC100573
Intermediate Similarity	0.7527	NPC285941
Intermediate Similarity	0.7526	NPC87391
Intermediate Similarity	0.75	NPC472163
Intermediate Similarity	0.75	NPC100863
Intermediate Similarity	0.7447	NPC85613
Intermediate Similarity	0.7447	NPC283810
Intermediate Similarity	0.744	NPC266425
Intermediate Similarity	0.7436	NPC198401
Intermediate Similarity	0.7396	NPC21425
Intermediate Similarity	0.7377	NPC299582
Intermediate Similarity	0.7354	NPC5167
Intermediate Similarity	0.7347	NPC230313
Intermediate Similarity	0.7324	NPC157931
Intermediate Similarity	0.7323	NPC193906
Intermediate Similarity	0.7323	NPC23080
Intermediate Similarity	0.7323	NPC17677
Intermediate Similarity	0.7316	NPC190461
Intermediate Similarity	0.7292	NPC473007
Intermediate Similarity	0.7291	NPC478075
Intermediate Similarity	0.7286	NPC323969
Intermediate Similarity	0.7273	NPC73280
Intermediate Similarity	0.7263	NPC287588
Intermediate Similarity	0.7255	NPC90185
Intermediate Similarity	0.7254	NPC116007
Intermediate Similarity	0.7254	NPC276674
Intermediate Similarity	0.7254	NPC33902
Intermediate Similarity	0.7243	NPC257851
Intermediate Similarity	0.7222	NPC119669
Intermediate Similarity	0.7209	NPC471762
Intermediate Similarity	0.7202	NPC249405
Intermediate Similarity	0.7189	NPC49547
Intermediate Similarity	0.7189	NPC24954
Intermediate Similarity	0.7184	NPC470020
Intermediate Similarity	0.7173	NPC70092
Intermediate Similarity	0.7173	NPC222524
Intermediate Similarity	0.7172	NPC243626
Intermediate Similarity	0.7164	NPC138830
Intermediate Similarity	0.7158	NPC301163
Intermediate Similarity	0.7157	NPC473004
Intermediate Similarity	0.715	NPC179704
Intermediate Similarity	0.7143	NPC473008
Intermediate Similarity	0.7129	NPC471489
Intermediate Similarity	0.7128	NPC471648
Intermediate Similarity	0.7116	NPC470018
Intermediate Similarity	0.7114	NPC212163
Intermediate Similarity	0.7092	NPC320088
Intermediate Similarity	0.7091	NPC154922
Intermediate Similarity	0.7083	NPC74575
Intermediate Similarity	0.7079	NPC67904
Intermediate Similarity	0.7077	NPC83511
Intermediate Similarity	0.7073	NPC477161
Intermediate Similarity	0.7071	NPC79213
Intermediate Similarity	0.7059	NPC473460
Intermediate Similarity	0.7059	NPC41216
Intermediate Similarity	0.7056	NPC312531
Intermediate Similarity	0.7056	NPC474059
Intermediate Similarity	0.7056	NPC473569
Intermediate Similarity	0.7051	NPC66777
Intermediate Similarity	0.7044	NPC295676
Intermediate Similarity	0.7037	NPC471604
Intermediate Similarity	0.702	NPC22476
Intermediate Similarity	0.702	NPC1820
Intermediate Similarity	0.7016	NPC471743
Intermediate Similarity	0.7	NPC307640
Remote Similarity	0.6981	NPC313327
Remote Similarity	0.6973	NPC203784
Remote Similarity	0.6973	NPC170503
Remote Similarity	0.6973	NPC126519
Remote Similarity	0.697	NPC474904
Remote Similarity	0.697	NPC45389
Remote Similarity	0.697	NPC174629
Remote Similarity	0.6963	NPC472099
Remote Similarity	0.6961	NPC144691
Remote Similarity	0.6952	NPC135006
Remote Similarity	0.6949	NPC470925
Remote Similarity	0.6947	NPC208522
Remote Similarity	0.6946	NPC241263
Remote Similarity	0.6942	NPC156728
Remote Similarity	0.6942	NPC244606
Remote Similarity	0.6942	NPC473422
Remote Similarity	0.6933	NPC113455
Remote Similarity	0.6923	NPC470317
Remote Similarity	0.692	NPC41501
Remote Similarity	0.6919	NPC169387
Remote Similarity	0.6919	NPC477259
Remote Similarity	0.6912	NPC115588
Remote Similarity	0.6912	NPC122886
Remote Similarity	0.691	NPC308197
Remote Similarity	0.6905	NPC217277
Remote Similarity	0.6901	NPC305984
Remote Similarity	0.6898	NPC257763
Remote Similarity	0.6897	NPC234933
Remote Similarity	0.6891	NPC4669
Remote Similarity	0.689	NPC477160
Remote Similarity	0.6884	NPC208890
Remote Similarity	0.6882	NPC57512
Remote Similarity	0.6872	NPC159815
Remote Similarity	0.6872	NPC10732
Remote Similarity	0.6866	NPC302001
Remote Similarity	0.686	NPC475147
Remote Similarity	0.6859	NPC112336
Remote Similarity	0.6859	NPC474814
Remote Similarity	0.6857	NPC25961
Remote Similarity	0.6856	NPC474815
Remote Similarity	0.6853	NPC49184
Remote Similarity	0.6842	NPC120239
Remote Similarity	0.684	NPC236668
Remote Similarity	0.6834	NPC477186
Remote Similarity	0.6834	NPC124626
Remote Similarity	0.6829	NPC25897
Remote Similarity	0.6829	NPC127178
Remote Similarity	0.6825	NPC153631
Remote Similarity	0.6823	NPC241055
Remote Similarity	0.6822	NPC126556
Remote Similarity	0.682	NPC210434
Remote Similarity	0.6816	NPC476220
Remote Similarity	0.6816	NPC114039
Remote Similarity	0.6816	NPC206109
Remote Similarity	0.6816	NPC160113
Remote Similarity	0.6816	NPC204970
Remote Similarity	0.6814	NPC112937
Remote Similarity	0.6813	NPC242000
Remote Similarity	0.6811	NPC476580
Remote Similarity	0.6809	NPC199737
Remote Similarity	0.6808	NPC146976
Remote Similarity	0.6806	NPC471778
Remote Similarity	0.6806	NPC225279
Remote Similarity	0.6804	NPC476436
Remote Similarity	0.68	NPC173295
Remote Similarity	0.6798	NPC470023
Remote Similarity	0.6796	NPC9373
Remote Similarity	0.6791	NPC77777
Remote Similarity	0.6789	NPC475393
Remote Similarity	0.6789	NPC471652
Remote Similarity	0.6789	NPC476569
Remote Similarity	0.6786	NPC121400
Remote Similarity	0.6786	NPC28368
Remote Similarity	0.6786	NPC270301
Remote Similarity	0.6782	NPC471825
Remote Similarity	0.6782	NPC78284
Remote Similarity	0.6781	NPC303374
Remote Similarity	0.6777	NPC471304
Remote Similarity	0.6774	NPC280799
Remote Similarity	0.6765	NPC316282
Remote Similarity	0.6765	NPC470021
Remote Similarity	0.6763	NPC473005
Remote Similarity	0.6761	NPC473006
Remote Similarity	0.6757	NPC81733
Remote Similarity	0.6757	NPC326316
Remote Similarity	0.6755	NPC79328
Remote Similarity	0.6754	NPC142385
Remote Similarity	0.6751	NPC99723
Remote Similarity	0.675	NPC477998
Remote Similarity	0.6746	NPC261388
Remote Similarity	0.6745	NPC82541
Remote Similarity	0.6743	NPC144452
Remote Similarity	0.6742	NPC194740
Remote Similarity	0.6741	NPC253675
Remote Similarity	0.6739	NPC60538
Remote Similarity	0.6739	NPC207824
Remote Similarity	0.6738	NPC80129
Remote Similarity	0.6738	NPC187022
Remote Similarity	0.673	NPC475133
Remote Similarity	0.6726	NPC473186
Remote Similarity	0.6725	NPC250476
Remote Similarity	0.6724	NPC137353
Remote Similarity	0.6721	NPC144863
Remote Similarity	0.6721	NPC90844
Remote Similarity	0.6721	NPC253883
Remote Similarity	0.6721	NPC95075
Remote Similarity	0.672	NPC7393
Remote Similarity	0.6719	NPC35627
Remote Similarity	0.6719	NPC86144
Remote Similarity	0.6719	NPC304659
Remote Similarity	0.6719	NPC476573
Remote Similarity	0.6719	NPC81247
Remote Similarity	0.6716	NPC313293
Remote Similarity	0.6716	NPC5630
Remote Similarity	0.6716	NPC162653
Remote Similarity	0.6716	NPC477258
Remote Similarity	0.6714	NPC198160
Remote Similarity	0.6714	NPC16249
Remote Similarity	0.6712	NPC24019
Remote Similarity	0.6711	NPC72905
Remote Similarity	0.6711	NPC470017
Remote Similarity	0.671	NPC270515

Drug Structure

NPD5896 OpenBabel08211708292D 31 34 0 0 0 0 0 0 0 0999 V2000 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 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 -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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 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 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 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 -0.8660 2.5000 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 18 1 0 0 0 0 4 23 2 0 0 0 0 5 8 1 0 0 0 0 5 19 2 0 0 0 0 6 9 2 0 0 0 0 6 19 1 0 0 0 0 7 10 2 0 0 0 0 7 18 1 0 0 0 0 8 20 2 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 12 1 0 0 0 0 11 26 1 0 0 0 0 12 27 1 0 0 0 0 13 15 1 0 0 0 0 13 27 1 0 0 0 0 14 16 1 0 0 0 0 14 27 1 0 0 0 0 15 28 1 0 0 0 0 16 28 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 22 2 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 30 1 0 0 0 0 22 23 1 0 0 0 0 23 28 1 0 0 0 0 24 26 1 0 0 0 0 24 29 2 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015804
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	131906
ChEBI
CAS Number

Drug Properties

Molecular Weight	407.20
ALogP	-0.1109
MLogP	3.44
XLogP	4.409
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	44.81
RO5 Violation	0