NPASS drugs

Drug Information

Drug ID:	NPD4021
Drug Name:	Odelepran
Molecular Formula:	C20H24FN3O3
Canonical SMILES:	Fc1cc(CNCCC2CCOCC2)ccc1Oc1ccc(cn1)C(=N)O
Standard InCHI:	InChI=1S/C20H24FN3O3/c21-17-11-15(12-23-8-5-14-6-9-26-10-7-14)1-3-18(17)27-19-4-2-16(13-24-19)20(22)25/h1-4,11,13-14,23H,5-10,12H2,(H2,22,25)
Standard InCHIKey:	QWNDOCKIKKQJNN-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4021

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	305
0.1-0.2	2351
0.2-0.3	10001
0.3-0.4	3009
0.4-0.5	10779
0.5-0.6	3252
0.6-0.7	1074
0.7-0.8	117
0.8-0.85	2
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	0.827	NPC289786
Intermediate Similarity	0.8182	NPC473053
Intermediate Similarity	0.791	NPC471178
Intermediate Similarity	0.7697	NPC471177
Intermediate Similarity	0.7697	NPC124542
Intermediate Similarity	0.7697	NPC59779
Intermediate Similarity	0.7634	NPC470474
Intermediate Similarity	0.7576	NPC329708
Intermediate Similarity	0.7576	NPC165349
Intermediate Similarity	0.7576	NPC274291
Intermediate Similarity	0.7576	NPC264166
Intermediate Similarity	0.7576	NPC118832
Intermediate Similarity	0.7576	NPC47059
Intermediate Similarity	0.7513	NPC307963
Intermediate Similarity	0.7487	NPC224928
Intermediate Similarity	0.7487	NPC285558
Intermediate Similarity	0.7461	NPC195268
Intermediate Similarity	0.7461	NPC133140
Intermediate Similarity	0.7459	NPC473057
Intermediate Similarity	0.7457	NPC471323
Intermediate Similarity	0.744	NPC213530
Intermediate Similarity	0.744	NPC193267
Intermediate Similarity	0.7436	NPC251090
Intermediate Similarity	0.7403	NPC177404
Intermediate Similarity	0.7391	NPC473822
Intermediate Similarity	0.738	NPC283152
Intermediate Similarity	0.7379	NPC288349
Intermediate Similarity	0.7377	NPC108469
Intermediate Similarity	0.7376	NPC475910
Intermediate Similarity	0.7374	NPC315957
Intermediate Similarity	0.7366	NPC266931
Intermediate Similarity	0.7363	NPC97367
Intermediate Similarity	0.7358	NPC76748
Intermediate Similarity	0.7354	NPC161887
Intermediate Similarity	0.7337	NPC232727
Intermediate Similarity	0.732	NPC469390
Intermediate Similarity	0.732	NPC92111
Intermediate Similarity	0.7317	NPC112206
Intermediate Similarity	0.7317	NPC202605
Intermediate Similarity	0.7306	NPC296527
Intermediate Similarity	0.7304	NPC167860
Intermediate Similarity	0.7304	NPC290689
Intermediate Similarity	0.7304	NPC11464
Intermediate Similarity	0.7304	NPC123976
Intermediate Similarity	0.7287	NPC96890
Intermediate Similarity	0.7282	NPC99666
Intermediate Similarity	0.7277	NPC472111
Intermediate Similarity	0.7277	NPC62069
Intermediate Similarity	0.7269	NPC255800
Intermediate Similarity	0.7269	NPC96584
Intermediate Similarity	0.7263	NPC219963
Intermediate Similarity	0.7256	NPC201508
Intermediate Similarity	0.7254	NPC46580
Intermediate Similarity	0.7236	NPC476578
Intermediate Similarity	0.7236	NPC476582
Intermediate Similarity	0.7236	NPC4071
Intermediate Similarity	0.7233	NPC316981
Intermediate Similarity	0.7228	NPC476581
Intermediate Similarity	0.7228	NPC36229
Intermediate Similarity	0.7228	NPC16452
Intermediate Similarity	0.7204	NPC310118
Intermediate Similarity	0.7202	NPC61350
Intermediate Similarity	0.7198	NPC469592
Intermediate Similarity	0.7198	NPC471080
Intermediate Similarity	0.7194	NPC324149
Intermediate Similarity	0.7186	NPC306397
Intermediate Similarity	0.7173	NPC266551
Intermediate Similarity	0.7172	NPC13880
Intermediate Similarity	0.7166	NPC121658
Intermediate Similarity	0.7166	NPC14651
Intermediate Similarity	0.715	NPC287437
Intermediate Similarity	0.7143	NPC138018
Intermediate Similarity	0.7143	NPC469594
Intermediate Similarity	0.7143	NPC288943
Intermediate Similarity	0.7143	NPC470500
Intermediate Similarity	0.7129	NPC170114
Intermediate Similarity	0.7116	NPC110151
Intermediate Similarity	0.7115	NPC162530
Intermediate Similarity	0.7114	NPC176538
Intermediate Similarity	0.7114	NPC477019
Intermediate Similarity	0.7114	NPC329747
Intermediate Similarity	0.7112	NPC476518
Intermediate Similarity	0.7087	NPC469589
Intermediate Similarity	0.7083	NPC165370
Intermediate Similarity	0.7083	NPC212125
Intermediate Similarity	0.7081	NPC470549
Intermediate Similarity	0.7079	NPC31930
Intermediate Similarity	0.7072	NPC26872
Intermediate Similarity	0.7071	NPC279401
Intermediate Similarity	0.7071	NPC226202
Intermediate Similarity	0.7071	NPC79293
Intermediate Similarity	0.7065	NPC63338
Intermediate Similarity	0.7065	NPC322976
Intermediate Similarity	0.7065	NPC324203
Intermediate Similarity	0.7062	NPC314002
Intermediate Similarity	0.7049	NPC26850
Intermediate Similarity	0.7047	NPC220765
Intermediate Similarity	0.7045	NPC295228
Intermediate Similarity	0.7044	NPC291535
Intermediate Similarity	0.7044	NPC475085
Intermediate Similarity	0.7044	NPC475112
Intermediate Similarity	0.7042	NPC60621
Intermediate Similarity	0.703	NPC121772
Intermediate Similarity	0.703	NPC234197
Intermediate Similarity	0.703	NPC19872
Intermediate Similarity	0.7028	NPC168209
Intermediate Similarity	0.7026	NPC171171
Intermediate Similarity	0.7024	NPC323345
Intermediate Similarity	0.7024	NPC476106
Intermediate Similarity	0.7024	NPC470164
Intermediate Similarity	0.7019	NPC208284
Intermediate Similarity	0.7016	NPC184964
Intermediate Similarity	0.7011	NPC84508
Intermediate Similarity	0.701	NPC84478
Intermediate Similarity	0.701	NPC475774
Intermediate Similarity	0.701	NPC204717
Intermediate Similarity	0.701	NPC469440
Intermediate Similarity	0.701	NPC223427
Intermediate Similarity	0.7009	NPC122463
Remote Similarity	0.6996	NPC99891
Remote Similarity	0.6995	NPC174049
Remote Similarity	0.699	NPC66083
Remote Similarity	0.699	NPC313189
Remote Similarity	0.6989	NPC474217
Remote Similarity	0.6989	NPC263439
Remote Similarity	0.6986	NPC202768
Remote Similarity	0.6986	NPC53069
Remote Similarity	0.6986	NPC26679
Remote Similarity	0.6986	NPC296482
Remote Similarity	0.6981	NPC173080
Remote Similarity	0.6979	NPC232340
Remote Similarity	0.6976	NPC210256
Remote Similarity	0.6971	NPC5145
Remote Similarity	0.6967	NPC8022
Remote Similarity	0.6967	NPC470799
Remote Similarity	0.6965	NPC243834
Remote Similarity	0.6965	NPC70956
Remote Similarity	0.6954	NPC110741
Remote Similarity	0.6954	NPC29702
Remote Similarity	0.6947	NPC111624
Remote Similarity	0.6947	NPC259545
Remote Similarity	0.6946	NPC329793
Remote Similarity	0.6943	NPC168486
Remote Similarity	0.6943	NPC222592
Remote Similarity	0.6942	NPC475841
Remote Similarity	0.6942	NPC474145
Remote Similarity	0.6935	NPC141915
Remote Similarity	0.6935	NPC71079
Remote Similarity	0.6935	NPC114335
Remote Similarity	0.6935	NPC280964
Remote Similarity	0.6931	NPC72211
Remote Similarity	0.6931	NPC127085
Remote Similarity	0.693	NPC280272
Remote Similarity	0.693	NPC175150
Remote Similarity	0.693	NPC243633
Remote Similarity	0.6923	NPC174758
Remote Similarity	0.6911	NPC312872
Remote Similarity	0.6909	NPC469554
Remote Similarity	0.6908	NPC193238
Remote Similarity	0.6908	NPC135549
Remote Similarity	0.6908	NPC475835
Remote Similarity	0.6905	NPC96405
Remote Similarity	0.6905	NPC171409
Remote Similarity	0.6903	NPC78609
Remote Similarity	0.6902	NPC315257
Remote Similarity	0.69	NPC329541
Remote Similarity	0.6895	NPC469792
Remote Similarity	0.6889	NPC161292
Remote Similarity	0.6887	NPC477110
Remote Similarity	0.6882	NPC25899
Remote Similarity	0.6881	NPC473814
Remote Similarity	0.6881	NPC267928
Remote Similarity	0.6881	NPC77555
Remote Similarity	0.6881	NPC74153
Remote Similarity	0.6881	NPC78767
Remote Similarity	0.6878	NPC319456
Remote Similarity	0.6875	NPC476465
Remote Similarity	0.6875	NPC203754
Remote Similarity	0.6875	NPC150048
Remote Similarity	0.6875	NPC470931
Remote Similarity	0.6875	NPC18348
Remote Similarity	0.6869	NPC44354
Remote Similarity	0.6866	NPC326634
Remote Similarity	0.6866	NPC93390
Remote Similarity	0.6864	NPC151489
Remote Similarity	0.6863	NPC249040
Remote Similarity	0.6862	NPC85918
Remote Similarity	0.6848	NPC63562
Remote Similarity	0.6845	NPC48192
Remote Similarity	0.6845	NPC245816
Remote Similarity	0.6845	NPC476138
Remote Similarity	0.6842	NPC314940
Remote Similarity	0.6842	NPC473764
Remote Similarity	0.6842	NPC256828
Remote Similarity	0.6842	NPC185782
Remote Similarity	0.6837	NPC472099
Remote Similarity	0.6833	NPC101543
Remote Similarity	0.6832	NPC242209
Remote Similarity	0.6832	NPC70259
Remote Similarity	0.683	NPC11408

Drug Structure

NPD4021 OpenBabel08211704332D 30 32 0 0 0 0 0 0 0 0999 V2000 -1.7321 -2.0000 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 -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 -2.5981 -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 -1.7321 0.0000 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 -3.4641 1.0000 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 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 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 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 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 1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 15 1 0 0 0 0 2 4 2 0 0 0 0 2 16 1 0 0 0 0 3 18 1 0 0 0 0 4 19 1 0 0 0 0 5 8 1 0 0 0 0 5 14 1 0 0 0 0 6 9 1 0 0 0 0 6 14 1 0 0 0 0 7 10 1 0 0 0 0 7 14 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 15 2 0 0 0 0 11 17 1 0 0 0 0 12 15 1 0 0 0 0 12 23 1 0 0 0 0 13 16 2 0 0 0 0 13 24 1 0 0 0 0 16 20 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 27 1 0 0 0 0 19 24 2 0 0 0 0 19 27 1 0 0 0 0 20 22 2 0 0 0 0 20 25 1 0 0 0 0 22 28 1 0 0 0 0 23 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014666
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	373.18
ALogP	-1.4542
MLogP	2.89
XLogP	3.599
HDA	5
HBD	3
Rotatable Bonds	10
TPSA	87.46
RO5 Violation	0