NPASS drugs

Drug Information

Drug ID:	NPD2601
Drug Name:
Molecular Formula:	C17H23N3O
Canonical SMILES:	COc1ccc(cc1)CN(c1ccc(cn1)[3H])CCN(C)C
Standard InCHI:	InChI=1S/C17H23N3O/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15-7-9-16(21-3)10-8-15/h4-11H,12-14H2,1-3H3/i5T
Standard InCHIKey:	YECBIJXISLIIDS-XHHURNKPSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2601

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	445
0.1-0.2	4010
0.2-0.3	8708
0.3-0.4	6938
0.4-0.5	7547
0.5-0.6	2540
0.6-0.7	622
0.7-0.8	80
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	0.7795	NPC242923
Intermediate Similarity	0.7647	NPC133140
Intermediate Similarity	0.7647	NPC195268
Intermediate Similarity	0.7525	NPC308906
Intermediate Similarity	0.7514	NPC471178
Intermediate Similarity	0.75	NPC177404
Intermediate Similarity	0.7423	NPC232727
Intermediate Similarity	0.7409	NPC476582
Intermediate Similarity	0.7409	NPC4071
Intermediate Similarity	0.7409	NPC476578
Intermediate Similarity	0.7401	NPC124542
Intermediate Similarity	0.7401	NPC471177
Intermediate Similarity	0.7401	NPC59779
Intermediate Similarity	0.74	NPC471603
Intermediate Similarity	0.7389	NPC476518
Intermediate Similarity	0.7371	NPC315957
Intermediate Similarity	0.7371	NPC477019
Intermediate Similarity	0.7356	NPC26872
Intermediate Similarity	0.7353	NPC471323
Intermediate Similarity	0.7351	NPC470474
Intermediate Similarity	0.7348	NPC121658
Intermediate Similarity	0.7348	NPC14651
Intermediate Similarity	0.732	NPC287437
Intermediate Similarity	0.7316	NPC92111
Intermediate Similarity	0.731	NPC285558
Intermediate Similarity	0.731	NPC16452
Intermediate Similarity	0.731	NPC476581
Intermediate Similarity	0.731	NPC36229
Intermediate Similarity	0.7308	NPC111624
Intermediate Similarity	0.7302	NPC472289
Intermediate Similarity	0.729	NPC30540
Intermediate Similarity	0.7286	NPC476465
Intermediate Similarity	0.7282	NPC176538
Intermediate Similarity	0.7263	NPC76748
Intermediate Similarity	0.725	NPC174758
Intermediate Similarity	0.724	NPC289786
Intermediate Similarity	0.7232	NPC26850
Intermediate Similarity	0.7216	NPC267928
Intermediate Similarity	0.7214	NPC123976
Intermediate Similarity	0.7214	NPC290689
Intermediate Similarity	0.7214	NPC167860
Intermediate Similarity	0.7211	NPC296527
Intermediate Similarity	0.7167	NPC473057
Intermediate Similarity	0.7165	NPC473053
Intermediate Similarity	0.7157	NPC31930
Intermediate Similarity	0.715	NPC307963
Intermediate Similarity	0.715	NPC313189
Intermediate Similarity	0.7128	NPC224928
Intermediate Similarity	0.7114	NPC82548
Intermediate Similarity	0.7107	NPC234197
Intermediate Similarity	0.7107	NPC19872
Intermediate Similarity	0.71	NPC470164
Intermediate Similarity	0.71	NPC323345
Intermediate Similarity	0.7092	NPC127085
Intermediate Similarity	0.7085	NPC475774
Intermediate Similarity	0.7085	NPC476138
Intermediate Similarity	0.7085	NPC245816
Intermediate Similarity	0.7081	NPC312872
Intermediate Similarity	0.7079	NPC174672
Intermediate Similarity	0.7074	NPC161887
Intermediate Similarity	0.7074	NPC219963
Intermediate Similarity	0.7074	NPC266551
Intermediate Similarity	0.7059	NPC53069
Intermediate Similarity	0.7059	NPC112206
Intermediate Similarity	0.7059	NPC202605
Intermediate Similarity	0.7059	NPC296482
Intermediate Similarity	0.7059	NPC202768
Intermediate Similarity	0.705	NPC264166
Intermediate Similarity	0.705	NPC47059
Intermediate Similarity	0.705	NPC165349
Intermediate Similarity	0.705	NPC329708
Intermediate Similarity	0.705	NPC274291
Intermediate Similarity	0.705	NPC118832
Intermediate Similarity	0.7039	NPC274982
Intermediate Similarity	0.7021	NPC222592
Intermediate Similarity	0.7021	NPC168486
Intermediate Similarity	0.702	NPC121772
Intermediate Similarity	0.7011	NPC164664
Intermediate Similarity	0.7009	NPC160666
Intermediate Similarity	0.7005	NPC12100
Remote Similarity	0.6995	NPC108469
Remote Similarity	0.699	NPC13880
Remote Similarity	0.698	NPC135549
Remote Similarity	0.6978	NPC97367
Remote Similarity	0.6978	NPC118511
Remote Similarity	0.6976	NPC251160
Remote Similarity	0.697	NPC212125
Remote Similarity	0.6963	NPC20249
Remote Similarity	0.6961	NPC470020
Remote Similarity	0.6952	NPC17305
Remote Similarity	0.6946	NPC287208
Remote Similarity	0.6942	NPC236668
Remote Similarity	0.6939	NPC280638
Remote Similarity	0.6938	NPC193267
Remote Similarity	0.6938	NPC213530
Remote Similarity	0.6938	NPC17565
Remote Similarity	0.6935	NPC329747
Remote Similarity	0.6927	NPC208284
Remote Similarity	0.6912	NPC469589
Remote Similarity	0.6911	NPC84478
Remote Similarity	0.6908	NPC146976
Remote Similarity	0.6904	NPC251090
Remote Similarity	0.6895	NPC144114
Remote Similarity	0.6893	NPC96405
Remote Similarity	0.6893	NPC171409
Remote Similarity	0.6891	NPC74382
Remote Similarity	0.6891	NPC206251
Remote Similarity	0.6889	NPC56271
Remote Similarity	0.6882	NPC476686
Remote Similarity	0.6882	NPC105758
Remote Similarity	0.6882	NPC476688
Remote Similarity	0.6868	NPC285635
Remote Similarity	0.6866	NPC295898
Remote Similarity	0.6865	NPC278874
Remote Similarity	0.686	NPC162530
Remote Similarity	0.686	NPC266931
Remote Similarity	0.6856	NPC224327
Remote Similarity	0.6847	NPC472111
Remote Similarity	0.6842	NPC473513
Remote Similarity	0.6827	NPC470549
Remote Similarity	0.6825	NPC283152
Remote Similarity	0.6823	NPC62069
Remote Similarity	0.6821	NPC134079
Remote Similarity	0.6818	NPC194967
Remote Similarity	0.6812	NPC264176
Remote Similarity	0.6812	NPC26679
Remote Similarity	0.681	NPC173080
Remote Similarity	0.6808	NPC65277
Remote Similarity	0.6798	NPC210256
Remote Similarity	0.6796	NPC113369
Remote Similarity	0.6794	NPC170114
Remote Similarity	0.6792	NPC60621
Remote Similarity	0.6792	NPC310118
Remote Similarity	0.6791	NPC187145
Remote Similarity	0.6779	NPC271215
Remote Similarity	0.6779	NPC149471
Remote Similarity	0.6776	NPC25899
Remote Similarity	0.6771	NPC477806
Remote Similarity	0.6771	NPC176127
Remote Similarity	0.6771	NPC477796
Remote Similarity	0.6771	NPC477795
Remote Similarity	0.6771	NPC477805
Remote Similarity	0.6766	NPC165370
Remote Similarity	0.6766	NPC471313
Remote Similarity	0.6766	NPC306397
Remote Similarity	0.6766	NPC471311
Remote Similarity	0.6766	NPC329793
Remote Similarity	0.6753	NPC204385
Remote Similarity	0.6751	NPC324149
Remote Similarity	0.6748	NPC185782
Remote Similarity	0.6747	NPC151489
Remote Similarity	0.6744	NPC2497
Remote Similarity	0.6738	NPC473764
Remote Similarity	0.6738	NPC314940
Remote Similarity	0.6736	NPC284559
Remote Similarity	0.673	NPC473822
Remote Similarity	0.6729	NPC122436
Remote Similarity	0.6729	NPC130570
Remote Similarity	0.6719	NPC118776
Remote Similarity	0.6719	NPC206201
Remote Similarity	0.6717	NPC84853
Remote Similarity	0.6717	NPC226202
Remote Similarity	0.6715	NPC188420
Remote Similarity	0.6715	NPC11464
Remote Similarity	0.6706	NPC471322
Remote Similarity	0.6703	NPC263439
Remote Similarity	0.6699	NPC475910
Remote Similarity	0.6699	NPC469592
Remote Similarity	0.6699	NPC471080
Remote Similarity	0.6699	NPC476287
Remote Similarity	0.6698	NPC250178
Remote Similarity	0.6698	NPC168209
Remote Similarity	0.6696	NPC472067
Remote Similarity	0.6696	NPC472066
Remote Similarity	0.6696	NPC472031
Remote Similarity	0.6684	NPC1527
Remote Similarity	0.6682	NPC66777
Remote Similarity	0.6682	NPC314954
Remote Similarity	0.6682	NPC122463
Remote Similarity	0.6682	NPC471762
Remote Similarity	0.6667	NPC280964
Remote Similarity	0.6667	NPC174049
Remote Similarity	0.6667	NPC114335
Remote Similarity	0.6667	NPC208060
Remote Similarity	0.6667	NPC99666
Remote Similarity	0.6667	NPC141915
Remote Similarity	0.6667	NPC171171
Remote Similarity	0.6667	NPC223427
Remote Similarity	0.6667	NPC103687
Remote Similarity	0.6667	NPC132631
Remote Similarity	0.6652	NPC295228
Remote Similarity	0.6651	NPC316981
Remote Similarity	0.6651	NPC100079
Remote Similarity	0.6651	NPC472098
Remote Similarity	0.6651	NPC115595
Remote Similarity	0.6651	NPC23614
Remote Similarity	0.665	NPC193238
Remote Similarity	0.665	NPC470586
Remote Similarity	0.6649	NPC96890
Remote Similarity	0.6649	NPC224632

Drug Structure

NPD2601 OpenBabel08211702172D 22 23 0 0 0 0 0 0 0 0999 V2000 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 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 1.7321 1.0000 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 0.8660 1.5000 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 -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 -2.5981 -1.5000 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 -1.7321 3.0000 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 -1.7321 1.0000 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 -1.7321 -2.0000 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 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 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 2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 21 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 11 1 0 0 0 0 5 22 1 0 0 0 0 6 17 2 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 18 2 0 0 0 0 12 13 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 20 1 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 M ISO 1 22 3 M END $$$$

External Identifiers

TTD	DAP001399
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	656400
ChEBI
CAS Number

Drug Properties

Molecular Weight	285.18
ALogP	0.214
MLogP	2.89
XLogP	3.183
HDA	3
HBD	0
Rotatable Bonds	10
TPSA	28.6
RO5 Violation	0