NPASS drugs

Drug Information

Drug ID:	NPD2846
Drug Name:
Molecular Formula:	C18H18N2O4
Canonical SMILES:	ON=C(CCCCCn1c(=O)c2cccc3c2c(c1=O)ccc3)O
Standard InCHI:	InChI=1S/C18H18N2O4/c21-15(19-24)10-2-1-3-11-20-17(22)13-8-4-6-12-7-5-9-14(16(12)13)18(20)23/h4-9,24H,1-3,10-11H2,(H,19,21)
Standard InCHIKey:	JTDYUFSDZATMKU-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2846

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	134
0.1-0.2	866
0.2-0.3	3309
0.3-0.4	10104
0.4-0.5	12588
0.5-0.6	3542
0.6-0.7	336
0.7-0.8	11
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	0.7537	NPC27833
Intermediate Similarity	0.7209	NPC55529
Intermediate Similarity	0.7143	NPC79698
Intermediate Similarity	0.7132	NPC45033
Intermediate Similarity	0.709	NPC33742
Intermediate Similarity	0.7063	NPC314431
Intermediate Similarity	0.7059	NPC470545
Intermediate Similarity	0.7054	NPC167336
Intermediate Similarity	0.7015	NPC35850
Intermediate Similarity	0.7015	NPC276949
Intermediate Similarity	0.7007	NPC470546
Remote Similarity	0.6993	NPC473322
Remote Similarity	0.6985	NPC470544
Remote Similarity	0.6966	NPC473962
Remote Similarity	0.6923	NPC473418
Remote Similarity	0.6899	NPC202613
Remote Similarity	0.6897	NPC126458
Remote Similarity	0.688	NPC256452
Remote Similarity	0.6875	NPC111428
Remote Similarity	0.6871	NPC474473
Remote Similarity	0.6861	NPC239357
Remote Similarity	0.6831	NPC285394
Remote Similarity	0.6781	NPC255447
Remote Similarity	0.6781	NPC120251
Remote Similarity	0.6769	NPC471317
Remote Similarity	0.6739	NPC14672
Remote Similarity	0.6739	NPC315276
Remote Similarity	0.6739	NPC285926
Remote Similarity	0.6738	NPC71684
Remote Similarity	0.6713	NPC22746
Remote Similarity	0.6713	NPC222466
Remote Similarity	0.6667	NPC200964
Remote Similarity	0.6667	NPC73644
Remote Similarity	0.6667	NPC101719
Remote Similarity	0.6667	NPC43755
Remote Similarity	0.6644	NPC469666
Remote Similarity	0.6644	NPC266425
Remote Similarity	0.6623	NPC122553
Remote Similarity	0.6617	NPC130898
Remote Similarity	0.6617	NPC474804
Remote Similarity	0.6617	NPC474973
Remote Similarity	0.6603	NPC246412
Remote Similarity	0.66	NPC473360
Remote Similarity	0.6599	NPC179224
Remote Similarity	0.6599	NPC280807
Remote Similarity	0.6599	NPC200589
Remote Similarity	0.6585	NPC305602
Remote Similarity	0.6585	NPC17497
Remote Similarity	0.6544	NPC319579
Remote Similarity	0.6541	NPC134120
Remote Similarity	0.6541	NPC143516
Remote Similarity	0.6525	NPC220698
Remote Similarity	0.651	NPC257390
Remote Similarity	0.6508	NPC470926
Remote Similarity	0.6494	NPC161069
Remote Similarity	0.6488	NPC355
Remote Similarity	0.6485	NPC189116
Remote Similarity	0.6479	NPC226143
Remote Similarity	0.6471	NPC475427
Remote Similarity	0.6439	NPC239854
Remote Similarity	0.6433	NPC472242
Remote Similarity	0.6429	NPC472243
Remote Similarity	0.6419	NPC150863
Remote Similarity	0.6419	NPC81092
Remote Similarity	0.6419	NPC103605
Remote Similarity	0.6414	NPC6975
Remote Similarity	0.6414	NPC175726
Remote Similarity	0.6414	NPC474082
Remote Similarity	0.6405	NPC316906
Remote Similarity	0.6405	NPC132636
Remote Similarity	0.6402	NPC154478
Remote Similarity	0.64	NPC246913
Remote Similarity	0.6392	NPC478039
Remote Similarity	0.6391	NPC247976
Remote Similarity	0.6389	NPC314192
Remote Similarity	0.6385	NPC311242
Remote Similarity	0.6382	NPC300299
Remote Similarity	0.638	NPC84317
Remote Similarity	0.6377	NPC186128
Remote Similarity	0.6376	NPC472245
Remote Similarity	0.637	NPC471447
Remote Similarity	0.637	NPC100767
Remote Similarity	0.637	NPC473498
Remote Similarity	0.6364	NPC471316
Remote Similarity	0.6364	NPC83214
Remote Similarity	0.6349	NPC418308
Remote Similarity	0.6349	NPC470877
Remote Similarity	0.6343	NPC329282
Remote Similarity	0.6341	NPC104345
Remote Similarity	0.6336	NPC49994
Remote Similarity	0.6331	NPC93287
Remote Similarity	0.6329	NPC138775
Remote Similarity	0.6323	NPC315051
Remote Similarity	0.632	NPC471638
Remote Similarity	0.6316	NPC470548
Remote Similarity	0.6312	NPC473573
Remote Similarity	0.6304	NPC265513
Remote Similarity	0.6299	NPC209764
Remote Similarity	0.6299	NPC121872
Remote Similarity	0.6299	NPC141139
Remote Similarity	0.6299	NPC78041
Remote Similarity	0.6299	NPC74936
Remote Similarity	0.6299	NPC172128
Remote Similarity	0.6299	NPC471307
Remote Similarity	0.6299	NPC159178
Remote Similarity	0.6296	NPC117032
Remote Similarity	0.6294	NPC318173
Remote Similarity	0.6291	NPC207428
Remote Similarity	0.6286	NPC471721
Remote Similarity	0.6286	NPC470205
Remote Similarity	0.6284	NPC322433
Remote Similarity	0.6279	NPC71140
Remote Similarity	0.6277	NPC473676
Remote Similarity	0.6277	NPC318327
Remote Similarity	0.6276	NPC202521
Remote Similarity	0.6269	NPC329556
Remote Similarity	0.6259	NPC66208
Remote Similarity	0.6259	NPC192533
Remote Similarity	0.6258	NPC153007
Remote Similarity	0.6258	NPC239762
Remote Similarity	0.6258	NPC163392
Remote Similarity	0.625	NPC254798
Remote Similarity	0.6242	NPC472241
Remote Similarity	0.6242	NPC305717
Remote Similarity	0.6241	NPC215419
Remote Similarity	0.6241	NPC246904
Remote Similarity	0.6241	NPC472879
Remote Similarity	0.6241	NPC471318
Remote Similarity	0.6232	NPC158854
Remote Similarity	0.6231	NPC329430
Remote Similarity	0.6231	NPC172925
Remote Similarity	0.6231	NPC472880
Remote Similarity	0.6228	NPC35510
Remote Similarity	0.6228	NPC253667
Remote Similarity	0.6228	NPC88970
Remote Similarity	0.6226	NPC313850
Remote Similarity	0.6226	NPC135121
Remote Similarity	0.6225	NPC130309
Remote Similarity	0.6225	NPC316746
Remote Similarity	0.622	NPC325709
Remote Similarity	0.6218	NPC269398
Remote Similarity	0.6218	NPC263493
Remote Similarity	0.6216	NPC474926
Remote Similarity	0.6214	NPC470253
Remote Similarity	0.6214	NPC474584
Remote Similarity	0.6214	NPC471481
Remote Similarity	0.6209	NPC248283
Remote Similarity	0.6207	NPC476990
Remote Similarity	0.6205	NPC473003
Remote Similarity	0.6203	NPC209509
Remote Similarity	0.62	NPC472413
Remote Similarity	0.62	NPC165726
Remote Similarity	0.62	NPC213969
Remote Similarity	0.6196	NPC473002
Remote Similarity	0.6194	NPC77992
Remote Similarity	0.619	NPC138293
Remote Similarity	0.619	NPC113056
Remote Similarity	0.6188	NPC324445
Remote Similarity	0.6184	NPC325479
Remote Similarity	0.6178	NPC33011
Remote Similarity	0.6176	NPC476198
Remote Similarity	0.6174	NPC477937
Remote Similarity	0.6174	NPC136453
Remote Similarity	0.6173	NPC233702
Remote Similarity	0.6172	NPC19256
Remote Similarity	0.6172	NPC277277
Remote Similarity	0.617	NPC234637
Remote Similarity	0.617	NPC130591
Remote Similarity	0.6167	NPC471196
Remote Similarity	0.6167	NPC471195
Remote Similarity	0.6165	NPC12730
Remote Similarity	0.6164	NPC257490
Remote Similarity	0.6164	NPC262077
Remote Similarity	0.6159	NPC469903
Remote Similarity	0.6154	NPC289883
Remote Similarity	0.6154	NPC471130
Remote Similarity	0.6154	NPC469560
Remote Similarity	0.6154	NPC471309
Remote Similarity	0.6154	NPC158157
Remote Similarity	0.6154	NPC469843
Remote Similarity	0.6154	NPC238412
Remote Similarity	0.6149	NPC256935
Remote Similarity	0.6148	NPC255676
Remote Similarity	0.6148	NPC164859
Remote Similarity	0.6144	NPC313663
Remote Similarity	0.6143	NPC292834
Remote Similarity	0.6143	NPC329011
Remote Similarity	0.6143	NPC218855
Remote Similarity	0.6142	NPC267262
Remote Similarity	0.6136	NPC239185
Remote Similarity	0.6135	NPC122590
Remote Similarity	0.6133	NPC152850
Remote Similarity	0.6133	NPC89923
Remote Similarity	0.6133	NPC71933
Remote Similarity	0.6133	NPC239990
Remote Similarity	0.6133	NPC105114
Remote Similarity	0.6133	NPC319766
Remote Similarity	0.6131	NPC274089
Remote Similarity	0.6131	NPC191215
Remote Similarity	0.6129	NPC104070

Drug Structure

NPD2846 OpenBabel08211702562D 26 28 0 0 0 0 0 0 0 0999 V2000 -2.2708 -1.3267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7564 -0.4955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3082 -1.3217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3566 0.0251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6616 2.9263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3524 0.9906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5005 2.4488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5221 -0.4624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8272 2.4388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2794 0.3406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8312 -0.4856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5076 1.4784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6735 0.0097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8215 1.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7649 1.1718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6731 0.9908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8340 -0.4807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0179 0.9775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2879 2.0079 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 -3.7275 1.1668 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8390 -1.4479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8612 1.4513 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7735 2.8391 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2131 1.9980 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2965 3.6752 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 12 1 0 0 0 0 7 12 1 0 0 0 0 8 13 2 0 0 0 0 9 14 2 0 0 0 0 10 15 1 0 0 0 0 11 20 1 0 0 0 0 12 16 2 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 15 19 2 3 0 0 0 15 21 1 0 0 0 0 17 20 1 0 0 0 0 17 22 2 0 0 0 0 18 20 1 0 0 0 0 18 23 2 0 0 0 0 19 24 1 0 0 0 0 21 25 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000104; DCL000599
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11330350; 5186
ChEBI
CAS Number

Drug Properties

Molecular Weight	326.13
ALogP	-1.7738
MLogP	2.78
XLogP	4.096
HDA	4
HBD	2
Rotatable Bonds	8
TPSA	90.2
RO5 Violation	0