NPASS drugs

Drug Information

Drug ID:	NPD2173
Drug Name:
Molecular Formula:	C16H22N2O
Canonical SMILES:	CCCN1CC[C@@H]2[C@H]1CCc1c2c(ccc1)C(=N)O
Standard InCHI:	InChI=1S/C16H22N2O/c1-2-9-18-10-8-12-14(18)7-6-11-4-3-5-13(15(11)12)16(17)19/h3-5,12,14H,2,6-10H2,1H3,(H2,17,19)/t12-,14-/m1/s1
Standard InCHIKey:	JSZBRMZCAIJCKB-TZMCWYRMSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2173

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	156
0.1-0.2	928
0.2-0.3	3812
0.3-0.4	9919
0.4-0.5	11329
0.5-0.6	4115
0.6-0.7	611
0.7-0.8	19
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	0.8095	NPC109151
Intermediate Similarity	0.763	NPC3202
Intermediate Similarity	0.7597	NPC273830
Intermediate Similarity	0.7445	NPC132847
Intermediate Similarity	0.7438	NPC211551
Intermediate Similarity	0.7333	NPC8305
Intermediate Similarity	0.7333	NPC268763
Intermediate Similarity	0.7333	NPC66177
Intermediate Similarity	0.7288	NPC33168
Intermediate Similarity	0.7226	NPC89769
Intermediate Similarity	0.7226	NPC126859
Intermediate Similarity	0.7226	NPC259665
Intermediate Similarity	0.72	NPC292758
Intermediate Similarity	0.72	NPC65855
Intermediate Similarity	0.7153	NPC124802
Intermediate Similarity	0.7122	NPC149379
Intermediate Similarity	0.7107	NPC214200
Intermediate Similarity	0.7107	NPC228400
Intermediate Similarity	0.7063	NPC243162
Intermediate Similarity	0.7055	NPC475578
Remote Similarity	0.6993	NPC153007
Remote Similarity	0.6957	NPC198747
Remote Similarity	0.6944	NPC476989
Remote Similarity	0.6935	NPC226778
Remote Similarity	0.6935	NPC150254
Remote Similarity	0.6935	NPC304761
Remote Similarity	0.6935	NPC147000
Remote Similarity	0.6911	NPC318154
Remote Similarity	0.6901	NPC474855
Remote Similarity	0.6901	NPC475318
Remote Similarity	0.6901	NPC49577
Remote Similarity	0.6901	NPC79465
Remote Similarity	0.6901	NPC151706
Remote Similarity	0.6901	NPC476102
Remote Similarity	0.6901	NPC273907
Remote Similarity	0.6901	NPC474787
Remote Similarity	0.6901	NPC293377
Remote Similarity	0.6901	NPC260045
Remote Similarity	0.6901	NPC76785
Remote Similarity	0.6901	NPC475598
Remote Similarity	0.6901	NPC9687
Remote Similarity	0.6901	NPC474811
Remote Similarity	0.6901	NPC90194
Remote Similarity	0.6901	NPC118099
Remote Similarity	0.6833	NPC303045
Remote Similarity	0.6833	NPC161972
Remote Similarity	0.6803	NPC164514
Remote Similarity	0.6803	NPC108606
Remote Similarity	0.6803	NPC473922
Remote Similarity	0.6803	NPC303611
Remote Similarity	0.6803	NPC290515
Remote Similarity	0.6803	NPC226096
Remote Similarity	0.6794	NPC118202
Remote Similarity	0.6791	NPC283760
Remote Similarity	0.678	NPC172128
Remote Similarity	0.6777	NPC25565
Remote Similarity	0.6774	NPC327226
Remote Similarity	0.6754	NPC146703
Remote Similarity	0.6753	NPC217801
Remote Similarity	0.6744	NPC474149
Remote Similarity	0.6742	NPC317254
Remote Similarity	0.6741	NPC326232
Remote Similarity	0.6741	NPC476990
Remote Similarity	0.6739	NPC472414
Remote Similarity	0.6733	NPC476444
Remote Similarity	0.6732	NPC476268
Remote Similarity	0.6721	NPC311242
Remote Similarity	0.6721	NPC475439
Remote Similarity	0.6721	NPC473501
Remote Similarity	0.6719	NPC153690
Remote Similarity	0.6711	NPC311658
Remote Similarity	0.6711	NPC16188
Remote Similarity	0.6711	NPC44649
Remote Similarity	0.6708	NPC471294
Remote Similarity	0.6694	NPC469457
Remote Similarity	0.6692	NPC82963
Remote Similarity	0.6691	NPC316896
Remote Similarity	0.6691	NPC278097
Remote Similarity	0.6691	NPC202521
Remote Similarity	0.669	NPC476689
Remote Similarity	0.669	NPC476685
Remote Similarity	0.669	NPC476687
Remote Similarity	0.6667	NPC265521
Remote Similarity	0.6667	NPC235460
Remote Similarity	0.6667	NPC275839
Remote Similarity	0.6667	NPC264589
Remote Similarity	0.6667	NPC307020
Remote Similarity	0.6645	NPC93343
Remote Similarity	0.6644	NPC472103
Remote Similarity	0.6642	NPC311737
Remote Similarity	0.6642	NPC252878
Remote Similarity	0.6642	NPC38458
Remote Similarity	0.6639	NPC316108
Remote Similarity	0.6623	NPC476757
Remote Similarity	0.6622	NPC470925
Remote Similarity	0.6619	NPC4974
Remote Similarity	0.66	NPC328824
Remote Similarity	0.6599	NPC170170
Remote Similarity	0.6599	NPC219233
Remote Similarity	0.6599	NPC211468
Remote Similarity	0.6597	NPC267237
Remote Similarity	0.6597	NPC325568
Remote Similarity	0.6596	NPC40488
Remote Similarity	0.6596	NPC71271
Remote Similarity	0.6596	NPC295478
Remote Similarity	0.6594	NPC6975
Remote Similarity	0.6594	NPC46427
Remote Similarity	0.6591	NPC1986
Remote Similarity	0.6591	NPC474544
Remote Similarity	0.6589	NPC24101
Remote Similarity	0.6589	NPC96224
Remote Similarity	0.6583	NPC226438
Remote Similarity	0.6581	NPC203076
Remote Similarity	0.6579	NPC473491
Remote Similarity	0.6575	NPC242159
Remote Similarity	0.6575	NPC313694
Remote Similarity	0.6573	NPC42423
Remote Similarity	0.6569	NPC71684
Remote Similarity	0.6567	NPC470544
Remote Similarity	0.6562	NPC231705
Remote Similarity	0.656	NPC289381
Remote Similarity	0.656	NPC155847
Remote Similarity	0.6557	NPC20142
Remote Similarity	0.6557	NPC215351
Remote Similarity	0.6555	NPC199567
Remote Similarity	0.6555	NPC470877
Remote Similarity	0.6554	NPC323123
Remote Similarity	0.6544	NPC43275
Remote Similarity	0.6541	NPC33742
Remote Similarity	0.6538	NPC258056
Remote Similarity	0.6533	NPC297322
Remote Similarity	0.6519	NPC470545
Remote Similarity	0.6512	NPC37584
Remote Similarity	0.6512	NPC142297
Remote Similarity	0.6508	NPC239854
Remote Similarity	0.6506	NPC283999
Remote Similarity	0.6504	NPC3371
Remote Similarity	0.6503	NPC255447
Remote Similarity	0.65	NPC471307
Remote Similarity	0.65	NPC159178
Remote Similarity	0.65	NPC141139
Remote Similarity	0.65	NPC121872
Remote Similarity	0.65	NPC209764
Remote Similarity	0.65	NPC78041
Remote Similarity	0.65	NPC74936
Remote Similarity	0.6497	NPC244336
Remote Similarity	0.6496	NPC321133
Remote Similarity	0.6496	NPC200964
Remote Similarity	0.6494	NPC56685
Remote Similarity	0.6494	NPC202198
Remote Similarity	0.6483	NPC64897
Remote Similarity	0.6483	NPC90693
Remote Similarity	0.6483	NPC184437
Remote Similarity	0.6475	NPC472415
Remote Similarity	0.6471	NPC470546
Remote Similarity	0.646	NPC98187
Remote Similarity	0.6458	NPC326966
Remote Similarity	0.6457	NPC19856
Remote Similarity	0.6454	NPC65310
Remote Similarity	0.6447	NPC472100
Remote Similarity	0.6444	NPC14672
Remote Similarity	0.6444	NPC285926
Remote Similarity	0.6444	NPC315276
Remote Similarity	0.6435	NPC231986
Remote Similarity	0.6434	NPC327481
Remote Similarity	0.6434	NPC226662
Remote Similarity	0.6434	NPC191215
Remote Similarity	0.6434	NPC274089
Remote Similarity	0.6429	NPC285394
Remote Similarity	0.6429	NPC19679
Remote Similarity	0.6429	NPC474582
Remote Similarity	0.6423	NPC58674
Remote Similarity	0.6419	NPC214988
Remote Similarity	0.6418	NPC470550
Remote Similarity	0.6418	NPC205652
Remote Similarity	0.6415	NPC241794
Remote Similarity	0.6414	NPC302171
Remote Similarity	0.6414	NPC208757
Remote Similarity	0.6414	NPC33338
Remote Similarity	0.6414	NPC300020
Remote Similarity	0.6412	NPC24777
Remote Similarity	0.641	NPC244509
Remote Similarity	0.6408	NPC210950
Remote Similarity	0.6408	NPC199738
Remote Similarity	0.6406	NPC194390
Remote Similarity	0.6406	NPC88267
Remote Similarity	0.6406	NPC113326
Remote Similarity	0.6406	NPC224610
Remote Similarity	0.6405	NPC254798
Remote Similarity	0.6403	NPC213126
Remote Similarity	0.6403	NPC84281
Remote Similarity	0.6403	NPC169485
Remote Similarity	0.6403	NPC291027
Remote Similarity	0.6403	NPC317474
Remote Similarity	0.6402	NPC259545
Remote Similarity	0.64	NPC471516
Remote Similarity	0.6393	NPC128645
Remote Similarity	0.6393	NPC314690
Remote Similarity	0.6387	NPC473031
Remote Similarity	0.6383	NPC474479

Drug Structure

NPD2173 OpenBabel08211701392D 21 23 0 0 1 0 0 0 0 0999 V2000 0.0511 2.6453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 1.6942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8171 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0850 -2.8090 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 0.9511 -4.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7810 -3.3090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -4.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 9 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 11 1 0 0 0 0 5 13 2 0 0 0 0 6 7 1 0 0 0 0 6 11 1 0 0 0 0 8 10 1 0 0 0 0 9 18 1 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 12 8 1 6 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 15 1 0 0 0 0 13 16 1 0 0 0 0 14 7 1 6 0 0 0 14 18 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007548
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	132792
ChEBI
CAS Number

Drug Properties

Molecular Weight	258.17
ALogP	-1.152
MLogP	2.89
XLogP	4.007
HDA	3
HBD	2
Rotatable Bonds	5
TPSA	47.32
RO5 Violation	0