NPASS drugs

Drug Information

Drug ID:	NPD4416
Drug Name:
Molecular Formula:	C21H21NO2
Canonical SMILES:	OCC(NCc1ccc2c3c1cccc3c1c2cccc1)(CO)C
Standard InCHI:	InChI=1S/C21H21NO2/c1-21(12-23,13-24)22-11-14-9-10-19-17-6-3-2-5-16(17)18-8-4-7-15(14)20(18)19/h2-10,22-24H,11-13H2,1H3
Standard InCHIKey:	YTHQUBIKIOUZBQ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4416

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	89
0.1-0.2	883
0.2-0.3	4158
0.3-0.4	13482
0.4-0.5	10219
0.5-0.6	1935
0.6-0.7	120
0.7-0.8	4
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	0.771	NPC40488
Intermediate Similarity	0.7391	NPC329430
Intermediate Similarity	0.7319	NPC478140
Intermediate Similarity	0.7167	NPC239854
Remote Similarity	0.6992	NPC474695
Remote Similarity	0.6983	NPC470926
Remote Similarity	0.6964	NPC169016
Remote Similarity	0.6849	NPC311330
Remote Similarity	0.6846	NPC101139
Remote Similarity	0.6842	NPC258046
Remote Similarity	0.6783	NPC60408
Remote Similarity	0.6714	NPC126458
Remote Similarity	0.6667	NPC133162
Remote Similarity	0.6538	NPC29647
Remote Similarity	0.6532	NPC474582
Remote Similarity	0.6529	NPC108339
Remote Similarity	0.6508	NPC304761
Remote Similarity	0.6508	NPC147000
Remote Similarity	0.6508	NPC226778
Remote Similarity	0.6508	NPC150254
Remote Similarity	0.6497	NPC79328
Remote Similarity	0.648	NPC327226
Remote Similarity	0.6475	NPC471320
Remote Similarity	0.6475	NPC471319
Remote Similarity	0.646	NPC195392
Remote Similarity	0.6444	NPC320656
Remote Similarity	0.6435	NPC119677
Remote Similarity	0.6435	NPC104070
Remote Similarity	0.6429	NPC12857
Remote Similarity	0.6429	NPC255345
Remote Similarity	0.6423	NPC314192
Remote Similarity	0.6417	NPC220596
Remote Similarity	0.64	NPC469457
Remote Similarity	0.6391	NPC246904
Remote Similarity	0.6385	NPC65855
Remote Similarity	0.6385	NPC292758
Remote Similarity	0.6378	NPC56168
Remote Similarity	0.6357	NPC79618
Remote Similarity	0.6357	NPC79698
Remote Similarity	0.6357	NPC434
Remote Similarity	0.6319	NPC473962
Remote Similarity	0.6319	NPC246913
Remote Similarity	0.6316	NPC264589
Remote Similarity	0.6316	NPC315216
Remote Similarity	0.6312	NPC119326
Remote Similarity	0.6311	NPC469330
Remote Similarity	0.6304	NPC273830
Remote Similarity	0.6296	NPC209377
Remote Similarity	0.6275	NPC212799
Remote Similarity	0.6267	NPC471516
Remote Similarity	0.6258	NPC56887
Remote Similarity	0.6258	NPC223077
Remote Similarity	0.6258	NPC193853
Remote Similarity	0.625	NPC139658
Remote Similarity	0.6235	NPC233650
Remote Similarity	0.6233	NPC132847
Remote Similarity	0.6232	NPC326232
Remote Similarity	0.6222	NPC473573
Remote Similarity	0.6202	NPC67043
Remote Similarity	0.6196	NPC134858
Remote Similarity	0.6195	NPC98269
Remote Similarity	0.6195	NPC325662
Remote Similarity	0.6195	NPC290638
Remote Similarity	0.6187	NPC475915
Remote Similarity	0.6187	NPC71684
Remote Similarity	0.6164	NPC208757
Remote Similarity	0.6161	NPC307195
Remote Similarity	0.6161	NPC276699
Remote Similarity	0.616	NPC324602
Remote Similarity	0.616	NPC311242
Remote Similarity	0.6149	NPC7393
Remote Similarity	0.6143	NPC109151
Remote Similarity	0.6142	NPC214200
Remote Similarity	0.6142	NPC228400
Remote Similarity	0.614	NPC245896
Remote Similarity	0.614	NPC66270
Remote Similarity	0.6139	NPC26601
Remote Similarity	0.6133	NPC170170
Remote Similarity	0.6133	NPC211468
Remote Similarity	0.6133	NPC219233
Remote Similarity	0.6121	NPC150879
Remote Similarity	0.6121	NPC210140
Remote Similarity	0.6116	NPC470877
Remote Similarity	0.6111	NPC108606
Remote Similarity	0.6111	NPC303611
Remote Similarity	0.6111	NPC226096
Remote Similarity	0.6111	NPC290515
Remote Similarity	0.6111	NPC164514
Remote Similarity	0.6106	NPC271642
Remote Similarity	0.6098	NPC169743
Remote Similarity	0.6098	NPC314690
Remote Similarity	0.6093	NPC323123
Remote Similarity	0.6087	NPC159661
Remote Similarity	0.6087	NPC73644
Remote Similarity	0.6083	NPC473031
Remote Similarity	0.6077	NPC211551
Remote Similarity	0.6077	NPC471133
Remote Similarity	0.6071	NPC96835
Remote Similarity	0.6071	NPC258492
Remote Similarity	0.6066	NPC74936
Remote Similarity	0.6066	NPC159178
Remote Similarity	0.6066	NPC209764
Remote Similarity	0.6066	NPC141139
Remote Similarity	0.6066	NPC121872
Remote Similarity	0.6066	NPC78041
Remote Similarity	0.6066	NPC471307
Remote Similarity	0.6058	NPC472862
Remote Similarity	0.6056	NPC307020
Remote Similarity	0.6054	NPC149379
Remote Similarity	0.6051	NPC475763
Remote Similarity	0.6048	NPC322040
Remote Similarity	0.6047	NPC19856
Remote Similarity	0.6034	NPC50063
Remote Similarity	0.6026	NPC253883
Remote Similarity	0.6026	NPC90844
Remote Similarity	0.6026	NPC95075
Remote Similarity	0.6018	NPC98976
Remote Similarity	0.6016	NPC472879
Remote Similarity	0.6016	NPC289117
Remote Similarity	0.6015	NPC24777
Remote Similarity	0.6014	NPC313352
Remote Similarity	0.6	NPC203076
Remote Similarity	0.6	NPC215351
Remote Similarity	0.6	NPC20142
Remote Similarity	0.5987	NPC57976
Remote Similarity	0.5985	NPC10286
Remote Similarity	0.5985	NPC213
Remote Similarity	0.5983	NPC242628
Remote Similarity	0.5983	NPC231986
Remote Similarity	0.5982	NPC1901
Remote Similarity	0.597	NPC319579
Remote Similarity	0.5968	NPC128645
Remote Similarity	0.5966	NPC267704
Remote Similarity	0.5964	NPC35627
Remote Similarity	0.5964	NPC476573
Remote Similarity	0.5964	NPC81247
Remote Similarity	0.5954	NPC471186
Remote Similarity	0.5952	NPC475097
Remote Similarity	0.5951	NPC221864
Remote Similarity	0.5949	NPC207824
Remote Similarity	0.5949	NPC60538
Remote Similarity	0.5949	NPC219162
Remote Similarity	0.5942	NPC313673
Remote Similarity	0.5932	NPC73637
Remote Similarity	0.5932	NPC121478
Remote Similarity	0.5931	NPC322366
Remote Similarity	0.593	NPC40496
Remote Similarity	0.593	NPC119068
Remote Similarity	0.5929	NPC122327
Remote Similarity	0.5929	NPC112609
Remote Similarity	0.5929	NPC113000
Remote Similarity	0.5926	NPC170503
Remote Similarity	0.5926	NPC203784
Remote Similarity	0.5926	NPC126519
Remote Similarity	0.5924	NPC144863
Remote Similarity	0.5921	NPC243162
Remote Similarity	0.592	NPC471309
Remote Similarity	0.5917	NPC475427
Remote Similarity	0.5915	NPC230956
Remote Similarity	0.5915	NPC119649
Remote Similarity	0.5915	NPC205255
Remote Similarity	0.5915	NPC235143
Remote Similarity	0.5915	NPC271388
Remote Similarity	0.5913	NPC249018
Remote Similarity	0.5913	NPC3190
Remote Similarity	0.5909	NPC94751
Remote Similarity	0.5909	NPC142326
Remote Similarity	0.5906	NPC141050
Remote Similarity	0.5899	NPC117717
Remote Similarity	0.5899	NPC137096
Remote Similarity	0.5896	NPC230276
Remote Similarity	0.5896	NPC257269
Remote Similarity	0.5893	NPC280135
Remote Similarity	0.5893	NPC135433
Remote Similarity	0.5893	NPC226999
Remote Similarity	0.5893	NPC1008
Remote Similarity	0.5893	NPC87099
Remote Similarity	0.5893	NPC193578
Remote Similarity	0.5893	NPC158028
Remote Similarity	0.5893	NPC39799
Remote Similarity	0.589	NPC111428
Remote Similarity	0.5887	NPC245259
Remote Similarity	0.5887	NPC125226
Remote Similarity	0.5887	NPC476990
Remote Similarity	0.5887	NPC316582
Remote Similarity	0.5882	NPC68354
Remote Similarity	0.5879	NPC79402
Remote Similarity	0.5879	NPC80759
Remote Similarity	0.5878	NPC315794
Remote Similarity	0.5878	NPC224610
Remote Similarity	0.5878	NPC88267
Remote Similarity	0.5878	NPC113326
Remote Similarity	0.5878	NPC194390
Remote Similarity	0.5875	NPC76213
Remote Similarity	0.5875	NPC277669
Remote Similarity	0.5874	NPC35996
Remote Similarity	0.5874	NPC472415
Remote Similarity	0.5873	NPC303045
Remote Similarity	0.5873	NPC58674
Remote Similarity	0.5873	NPC161972

Drug Structure

NPD4416 OpenBabel08211705262D 27 30 0 0 0 0 0 0 0 0999 V2000 -3.5797 -1.3861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2976 -0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2978 0.9516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0004 -1.9036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4733 -0.4764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4737 1.4277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8249 -1.4275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8239 -1.4278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6486 0.9526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8244 1.4283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4731 -0.4753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5901 -2.7319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2442 -2.7423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6488 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8247 -0.4757 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6488 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6490 0.9519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8241 -0.4761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9523 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 -2.9120 -2.0642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2339 -1.3964 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3508 -3.6530 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4976 -3.6596 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3165 -1.6498 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0289 -4.3207 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8299 -4.3377 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 16 2 0 0 0 0 6 17 2 0 0 0 0 7 15 1 0 0 0 0 8 18 2 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 19 1 0 0 0 0 11 14 1 0 0 0 0 11 22 1 0 0 0 0 12 21 1 0 0 0 0 12 23 1 0 0 0 0 13 21 1 0 0 0 0 13 24 1 0 0 0 0 14 15 2 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 20 2 0 0 0 0 21 22 1 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016456
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3024572
ChEBI
CAS Number

Drug Properties

Molecular Weight	319.16
ALogP	-1.1516
MLogP	3.44
XLogP	6.042
HDA	3
HBD	3
Rotatable Bonds	8
TPSA	52.49
RO5 Violation	1