NPASS drugs

Drug Information

Drug ID:	NPD4516
Drug Name:
Molecular Formula:	C21H24N4O4
Canonical SMILES:	OC(=O)CC1CCC(CC1)c1ccc(cc1)N1CCOc2c(C1=O)c(N)ncn2
Standard InCHI:	InChI=1S/C21H24N4O4/c22-19-18-20(24-12-23-19)29-10-9-25(21(18)28)16-7-5-15(6-8-16)14-3-1-13(2-4-14)11-17(26)27/h5-8,12-14H,1-4,9-11H2,(H,26,27)(H2,22,23,24)
Standard InCHIKey:	GEVVQZHMFVFGLN-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4516

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	299
0.1-0.2	1930
0.2-0.3	9700
0.3-0.4	8671
0.4-0.5	7606
0.5-0.6	2485
0.6-0.7	199
0.7-0.8	0
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
Remote Similarity	0.6798	NPC243850
Remote Similarity	0.6709	NPC177996
Remote Similarity	0.6709	NPC147983
Remote Similarity	0.6584	NPC116622
Remote Similarity	0.6494	NPC316224
Remote Similarity	0.649	NPC160666
Remote Similarity	0.6444	NPC248601
Remote Similarity	0.644	NPC477588
Remote Similarity	0.644	NPC477585
Remote Similarity	0.644	NPC477586
Remote Similarity	0.644	NPC477590
Remote Similarity	0.6434	NPC187145
Remote Similarity	0.6425	NPC285923
Remote Similarity	0.6417	NPC161801
Remote Similarity	0.6408	NPC471762
Remote Similarity	0.6398	NPC242923
Remote Similarity	0.6382	NPC115595
Remote Similarity	0.6379	NPC317572
Remote Similarity	0.6375	NPC475816
Remote Similarity	0.6367	NPC257851
Remote Similarity	0.636	NPC62995
Remote Similarity	0.636	NPC477587
Remote Similarity	0.636	NPC471192
Remote Similarity	0.636	NPC477589
Remote Similarity	0.6345	NPC54744
Remote Similarity	0.6341	NPC66777
Remote Similarity	0.6333	NPC471197
Remote Similarity	0.6329	NPC72956
Remote Similarity	0.6325	NPC471191
Remote Similarity	0.6311	NPC64216
Remote Similarity	0.631	NPC471614
Remote Similarity	0.6307	NPC471198
Remote Similarity	0.6307	NPC473041
Remote Similarity	0.6303	NPC153980
Remote Similarity	0.6303	NPC6865
Remote Similarity	0.6301	NPC157931
Remote Similarity	0.6279	NPC56271
Remote Similarity	0.6275	NPC311906
Remote Similarity	0.6267	NPC254762
Remote Similarity	0.6267	NPC164664
Remote Similarity	0.6266	NPC244425
Remote Similarity	0.6266	NPC15384
Remote Similarity	0.6265	NPC475720
Remote Similarity	0.6265	NPC474192
Remote Similarity	0.6255	NPC128115
Remote Similarity	0.6255	NPC277350
Remote Similarity	0.6245	NPC135950
Remote Similarity	0.624	NPC473105
Remote Similarity	0.624	NPC96321
Remote Similarity	0.6234	NPC471194
Remote Similarity	0.6234	NPC471193
Remote Similarity	0.6213	NPC473376
Remote Similarity	0.621	NPC208060
Remote Similarity	0.6208	NPC317752
Remote Similarity	0.6207	NPC241024
Remote Similarity	0.6204	NPC314222
Remote Similarity	0.6204	NPC196449
Remote Similarity	0.6203	NPC285192
Remote Similarity	0.62	NPC89987
Remote Similarity	0.6194	NPC24370
Remote Similarity	0.6194	NPC319232
Remote Similarity	0.6188	NPC477891
Remote Similarity	0.6178	NPC51854
Remote Similarity	0.6173	NPC281049
Remote Similarity	0.6172	NPC75179
Remote Similarity	0.6169	NPC314882
Remote Similarity	0.6169	NPC186351
Remote Similarity	0.6167	NPC318299
Remote Similarity	0.6164	NPC476688
Remote Similarity	0.6164	NPC105758
Remote Similarity	0.6164	NPC476686
Remote Similarity	0.616	NPC474877
Remote Similarity	0.6157	NPC470732
Remote Similarity	0.6154	NPC473449
Remote Similarity	0.6151	NPC471304
Remote Similarity	0.6148	NPC315804
Remote Similarity	0.6148	NPC208522
Remote Similarity	0.6148	NPC308906
Remote Similarity	0.6148	NPC250178
Remote Similarity	0.6148	NPC313804
Remote Similarity	0.6148	NPC48317
Remote Similarity	0.6145	NPC472435
Remote Similarity	0.6139	NPC9729
Remote Similarity	0.6137	NPC192674
Remote Similarity	0.6137	NPC103361
Remote Similarity	0.6136	NPC477976
Remote Similarity	0.6135	NPC102593
Remote Similarity	0.6135	NPC196718
Remote Similarity	0.6135	NPC49547
Remote Similarity	0.6135	NPC328924
Remote Similarity	0.6126	NPC14325
Remote Similarity	0.6126	NPC28848
Remote Similarity	0.6121	NPC472542
Remote Similarity	0.6121	NPC472541
Remote Similarity	0.612	NPC477176
Remote Similarity	0.612	NPC470729
Remote Similarity	0.6119	NPC315467
Remote Similarity	0.6116	NPC144114
Remote Similarity	0.6113	NPC40455
Remote Similarity	0.6111	NPC323752
Remote Similarity	0.6109	NPC478158
Remote Similarity	0.6107	NPC314270
Remote Similarity	0.6107	NPC329982
Remote Similarity	0.6104	NPC280638
Remote Similarity	0.6104	NPC323244
Remote Similarity	0.6104	NPC74575
Remote Similarity	0.6104	NPC244536
Remote Similarity	0.6102	NPC184680
Remote Similarity	0.61	NPC475778
Remote Similarity	0.6096	NPC472289
Remote Similarity	0.6096	NPC44354
Remote Similarity	0.6092	NPC133609
Remote Similarity	0.6091	NPC152768
Remote Similarity	0.6091	NPC148183
Remote Similarity	0.6091	NPC330009
Remote Similarity	0.6087	NPC55493
Remote Similarity	0.6087	NPC158055
Remote Similarity	0.6085	NPC148896
Remote Similarity	0.6085	NPC180668
Remote Similarity	0.6085	NPC471013
Remote Similarity	0.6084	NPC478080
Remote Similarity	0.6083	NPC123839
Remote Similarity	0.6078	NPC472540
Remote Similarity	0.6078	NPC470785
Remote Similarity	0.6078	NPC472539
Remote Similarity	0.6078	NPC109922
Remote Similarity	0.6078	NPC470787
Remote Similarity	0.6076	NPC289086
Remote Similarity	0.6075	NPC472436
Remote Similarity	0.6075	NPC74619
Remote Similarity	0.6075	NPC478006
Remote Similarity	0.6073	NPC220851
Remote Similarity	0.6073	NPC216612
Remote Similarity	0.6073	NPC478141
Remote Similarity	0.6073	NPC278874
Remote Similarity	0.607	NPC171393
Remote Similarity	0.607	NPC72905
Remote Similarity	0.607	NPC329858
Remote Similarity	0.607	NPC295452
Remote Similarity	0.6067	NPC71238
Remote Similarity	0.6062	NPC320394
Remote Similarity	0.6059	NPC162730
Remote Similarity	0.6055	NPC477975
Remote Similarity	0.6053	NPC473815
Remote Similarity	0.605	NPC315638
Remote Similarity	0.605	NPC313345
Remote Similarity	0.605	NPC313796
Remote Similarity	0.605	NPC314855
Remote Similarity	0.605	NPC317373
Remote Similarity	0.6049	NPC478157
Remote Similarity	0.6047	NPC142385
Remote Similarity	0.6047	NPC220852
Remote Similarity	0.6046	NPC244543
Remote Similarity	0.6043	NPC129909
Remote Similarity	0.6043	NPC117244
Remote Similarity	0.6043	NPC473763
Remote Similarity	0.6039	NPC285343
Remote Similarity	0.6037	NPC478010
Remote Similarity	0.6037	NPC224632
Remote Similarity	0.6037	NPC478009
Remote Similarity	0.6034	NPC198401
Remote Similarity	0.6032	NPC260434
Remote Similarity	0.6026	NPC196251
Remote Similarity	0.6026	NPC111602
Remote Similarity	0.6026	NPC63199
Remote Similarity	0.6026	NPC474916
Remote Similarity	0.6026	NPC102338
Remote Similarity	0.6025	NPC315545
Remote Similarity	0.6025	NPC42678
Remote Similarity	0.6025	NPC472538
Remote Similarity	0.6025	NPC477909
Remote Similarity	0.6025	NPC193238
Remote Similarity	0.6025	NPC477907
Remote Similarity	0.6025	NPC314297
Remote Similarity	0.6025	NPC471155
Remote Similarity	0.6025	NPC469928
Remote Similarity	0.6024	NPC471615
Remote Similarity	0.6024	NPC170751
Remote Similarity	0.6024	NPC125597
Remote Similarity	0.6023	NPC303374
Remote Similarity	0.6017	NPC56170
Remote Similarity	0.6017	NPC54537
Remote Similarity	0.6016	NPC30540
Remote Similarity	0.6016	NPC470784
Remote Similarity	0.6015	NPC150447
Remote Similarity	0.6008	NPC151781
Remote Similarity	0.6008	NPC316181
Remote Similarity	0.6008	NPC74562
Remote Similarity	0.6008	NPC327592
Remote Similarity	0.6008	NPC253987
Remote Similarity	0.6008	NPC189079
Remote Similarity	0.6007	NPC471978
Remote Similarity	0.6	NPC270241
Remote Similarity	0.6	NPC50997
Remote Similarity	0.6	NPC160127
Remote Similarity	0.6	NPC123395
Remote Similarity	0.6	NPC238945
Remote Similarity	0.6	NPC475910
Remote Similarity	0.6	NPC266249
Remote Similarity	0.5993	NPC473833

Drug Structure

NPD4516 OpenBabel08211705262D 32 35 0 0 1 0 0 0 0 0999 V2000 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 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 -3.4641 -3.0000 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 -2.0000 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 -0.0747 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6583 1.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7595 0.0295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 3 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 -6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7818 -0.2686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4053 -1.0504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1472 0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8262 -0.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0400 -1.9813 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3941 -0.9014 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1360 0.8114 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 -6.9282 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6772 -1.5522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6472 1.5283 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0511 -2.1303 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6635 -2.7631 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 13 1 0 0 0 0 2 4 1 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 25 1 0 0 0 0 10 29 1 0 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 23 2 0 0 0 0 12 24 1 0 0 0 0 14 15 1 0 0 0 0 16 25 1 0 0 0 0 17 26 2 0 0 0 0 17 27 1 0 0 0 0 18 19 2 0 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 2 0 0 0 0 20 29 1 0 0 0 0 21 25 1 0 0 0 0 21 28 2 0 0 0 0 22 30 1 0 0 0 0 22 31 1 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001221
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	46926360
ChEBI
CAS Number

Drug Properties

Molecular Weight	396.18
ALogP	-1.3104
MLogP	2.89
XLogP	3.467
HDA	7
HBD	2
Rotatable Bonds	6
TPSA	118.64
RO5 Violation	0