NPASS drugs

Drug Information

Drug ID:	NPD3947
Drug Name:	SPPI-339
Molecular Formula:	C20H22N2O4
Canonical SMILES:	CCOC(=O)c1ccc(cc1)NC(=O)CCn1ccc2c1CCCC2=O
Standard InCHI:	InChI=1S/C20H22N2O4/c1-2-26-20(25)14-6-8-15(9-7-14)21-19(24)11-13-22-12-10-16-17(22)4-3-5-18(16)23/h6-10,12H,2-5,11,13H2,1H3,(H,21,24)
Standard InCHIKey:	WAIQLOAEOYCILQ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3947

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	259
0.1-0.2	1768
0.2-0.3	8031
0.3-0.4	9384
0.4-0.5	7953
0.5-0.6	1609
0.6-0.7	1491
0.7-0.8	391
0.8-0.85	4
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	0.8229	NPC138370
Intermediate Similarity	0.8122	NPC103361
Intermediate Similarity	0.8103	NPC135950
Intermediate Similarity	0.8063	NPC282103
Intermediate Similarity	0.7927	NPC160381
Intermediate Similarity	0.7919	NPC202812
Intermediate Similarity	0.7914	NPC249614
Intermediate Similarity	0.7913	NPC118940
Intermediate Similarity	0.7897	NPC83111
Intermediate Similarity	0.7889	NPC67288
Intermediate Similarity	0.7885	NPC36405
Intermediate Similarity	0.7732	NPC477003
Intermediate Similarity	0.7729	NPC123839
Intermediate Similarity	0.7716	NPC469489
Intermediate Similarity	0.7716	NPC154339
Intermediate Similarity	0.7707	NPC82053
Intermediate Similarity	0.7704	NPC278434
Intermediate Similarity	0.7688	NPC267343
Intermediate Similarity	0.7673	NPC123395
Intermediate Similarity	0.767	NPC243850
Intermediate Similarity	0.7667	NPC477979
Intermediate Similarity	0.7644	NPC469529
Intermediate Similarity	0.7633	NPC266249
Intermediate Similarity	0.7612	NPC245916
Intermediate Similarity	0.7598	NPC471944
Intermediate Similarity	0.7592	NPC191310
Intermediate Similarity	0.7588	NPC476460
Intermediate Similarity	0.7581	NPC477788
Intermediate Similarity	0.7573	NPC132539
Intermediate Similarity	0.7566	NPC114637
Intermediate Similarity	0.7554	NPC107287
Intermediate Similarity	0.7546	NPC229893
Intermediate Similarity	0.7537	NPC474916
Intermediate Similarity	0.7523	NPC74360
Intermediate Similarity	0.7513	NPC84347
Intermediate Similarity	0.75	NPC74413
Intermediate Similarity	0.7488	NPC318299
Intermediate Similarity	0.7488	NPC289086
Intermediate Similarity	0.7477	NPC316411
Intermediate Similarity	0.7476	NPC57398
Intermediate Similarity	0.7476	NPC260900
Intermediate Similarity	0.7475	NPC19692
Intermediate Similarity	0.7475	NPC220151
Intermediate Similarity	0.7474	NPC111275
Intermediate Similarity	0.7465	NPC57797
Intermediate Similarity	0.7465	NPC250807
Intermediate Similarity	0.7463	NPC55493
Intermediate Similarity	0.7462	NPC46895
Intermediate Similarity	0.7453	NPC317752
Intermediate Similarity	0.7451	NPC131887
Intermediate Similarity	0.7443	NPC122968
Intermediate Similarity	0.7443	NPC477787
Intermediate Similarity	0.7443	NPC228377
Intermediate Similarity	0.7443	NPC328186
Intermediate Similarity	0.7441	NPC82370
Intermediate Similarity	0.7438	NPC109922
Intermediate Similarity	0.7438	NPC472116
Intermediate Similarity	0.7438	NPC102592
Intermediate Similarity	0.7438	NPC472293
Intermediate Similarity	0.7438	NPC79356
Intermediate Similarity	0.7431	NPC473850
Intermediate Similarity	0.743	NPC472285
Intermediate Similarity	0.7429	NPC472070
Intermediate Similarity	0.7421	NPC267853
Intermediate Similarity	0.7418	NPC474412
Intermediate Similarity	0.7415	NPC472297
Intermediate Similarity	0.7415	NPC472296
Intermediate Similarity	0.7407	NPC276657
Intermediate Similarity	0.7407	NPC14686
Intermediate Similarity	0.74	NPC102338
Intermediate Similarity	0.74	NPC196251
Intermediate Similarity	0.74	NPC63199
Intermediate Similarity	0.74	NPC111602
Intermediate Similarity	0.7399	NPC170751
Intermediate Similarity	0.7397	NPC473506
Intermediate Similarity	0.7397	NPC319232
Intermediate Similarity	0.7397	NPC24370
Intermediate Similarity	0.7387	NPC244897
Intermediate Similarity	0.7385	NPC76565
Intermediate Similarity	0.7374	NPC207851
Intermediate Similarity	0.7371	NPC221100
Intermediate Similarity	0.7371	NPC234078
Intermediate Similarity	0.7368	NPC314855
Intermediate Similarity	0.7368	NPC313796
Intermediate Similarity	0.7368	NPC300156
Intermediate Similarity	0.7368	NPC313345
Intermediate Similarity	0.7368	NPC315638
Intermediate Similarity	0.7364	NPC476110
Intermediate Similarity	0.7364	NPC146824
Intermediate Similarity	0.7364	NPC475600
Intermediate Similarity	0.7364	NPC475631
Intermediate Similarity	0.7364	NPC87152
Intermediate Similarity	0.7361	NPC269270
Intermediate Similarity	0.7352	NPC475498
Intermediate Similarity	0.7352	NPC475137
Intermediate Similarity	0.7347	NPC55772
Intermediate Similarity	0.7347	NPC248462
Intermediate Similarity	0.7346	NPC472752
Intermediate Similarity	0.7346	NPC478158
Intermediate Similarity	0.7342	NPC292416
Intermediate Similarity	0.7342	NPC315062
Intermediate Similarity	0.7342	NPC473689
Intermediate Similarity	0.7342	NPC316841
Intermediate Similarity	0.734	NPC472295
Intermediate Similarity	0.734	NPC269886
Intermediate Similarity	0.734	NPC81802
Intermediate Similarity	0.734	NPC247735
Intermediate Similarity	0.734	NPC472210
Intermediate Similarity	0.7337	NPC112741
Intermediate Similarity	0.7336	NPC4421
Intermediate Similarity	0.7336	NPC478157
Intermediate Similarity	0.7333	NPC315545
Intermediate Similarity	0.7333	NPC4687
Intermediate Similarity	0.7333	NPC314297
Intermediate Similarity	0.7333	NPC15801
Intermediate Similarity	0.733	NPC471977
Intermediate Similarity	0.733	NPC475644
Intermediate Similarity	0.733	NPC471190
Intermediate Similarity	0.733	NPC475362
Intermediate Similarity	0.733	NPC470486
Intermediate Similarity	0.7327	NPC472099
Intermediate Similarity	0.7324	NPC323551
Intermediate Similarity	0.7324	NPC219087
Intermediate Similarity	0.7324	NPC280473
Intermediate Similarity	0.7321	NPC327592
Intermediate Similarity	0.7317	NPC473814
Intermediate Similarity	0.7317	NPC227582
Intermediate Similarity	0.7317	NPC78767
Intermediate Similarity	0.7313	NPC221873
Intermediate Similarity	0.7311	NPC309845
Intermediate Similarity	0.731	NPC61011
Intermediate Similarity	0.731	NPC73994
Intermediate Similarity	0.7309	NPC320324
Intermediate Similarity	0.7309	NPC319880
Intermediate Similarity	0.7309	NPC49547
Intermediate Similarity	0.7309	NPC244839
Intermediate Similarity	0.7306	NPC122436
Intermediate Similarity	0.7301	NPC101350
Intermediate Similarity	0.73	NPC235684
Intermediate Similarity	0.7299	NPC39679
Intermediate Similarity	0.7296	NPC14113
Intermediate Similarity	0.7296	NPC284775
Intermediate Similarity	0.7296	NPC145885
Intermediate Similarity	0.7296	NPC84827
Intermediate Similarity	0.7295	NPC470279
Intermediate Similarity	0.7294	NPC2395
Intermediate Similarity	0.7291	NPC472292
Intermediate Similarity	0.729	NPC51008
Intermediate Similarity	0.729	NPC41724
Intermediate Similarity	0.7289	NPC477549
Intermediate Similarity	0.7286	NPC238457
Intermediate Similarity	0.7286	NPC277350
Intermediate Similarity	0.7286	NPC317373
Intermediate Similarity	0.7285	NPC74575
Intermediate Similarity	0.7285	NPC478078
Intermediate Similarity	0.7277	NPC329858
Intermediate Similarity	0.7277	NPC237702
Intermediate Similarity	0.7273	NPC71037
Intermediate Similarity	0.7273	NPC235885
Intermediate Similarity	0.7269	NPC312645
Intermediate Similarity	0.7265	NPC475303
Intermediate Similarity	0.7265	NPC475596
Intermediate Similarity	0.7265	NPC260434
Intermediate Similarity	0.7257	NPC235685
Intermediate Similarity	0.7255	NPC88315
Intermediate Similarity	0.7255	NPC304203
Intermediate Similarity	0.7254	NPC470894
Intermediate Similarity	0.7251	NPC183777
Intermediate Similarity	0.7248	NPC323969
Intermediate Similarity	0.7246	NPC477004
Intermediate Similarity	0.7246	NPC241024
Intermediate Similarity	0.7244	NPC475406
Intermediate Similarity	0.7244	NPC327769
Intermediate Similarity	0.7243	NPC110182
Intermediate Similarity	0.7243	NPC473493
Intermediate Similarity	0.7243	NPC6865
Intermediate Similarity	0.7243	NPC153980
Intermediate Similarity	0.7243	NPC476467
Intermediate Similarity	0.724	NPC42372
Intermediate Similarity	0.724	NPC470018
Intermediate Similarity	0.7235	NPC158020
Intermediate Similarity	0.7235	NPC212768
Intermediate Similarity	0.7235	NPC473115
Intermediate Similarity	0.7235	NPC75600
Intermediate Similarity	0.7235	NPC6576
Intermediate Similarity	0.7235	NPC473089
Intermediate Similarity	0.7232	NPC196718
Intermediate Similarity	0.7232	NPC30456
Intermediate Similarity	0.723	NPC314834
Intermediate Similarity	0.7225	NPC162730
Intermediate Similarity	0.7225	NPC242116
Intermediate Similarity	0.7222	NPC152768
Intermediate Similarity	0.7222	NPC42678
Intermediate Similarity	0.7222	NPC148183
Intermediate Similarity	0.7222	NPC207531
Intermediate Similarity	0.7222	NPC477909
Intermediate Similarity	0.7222	NPC471192
Intermediate Similarity	0.7222	NPC477907
Intermediate Similarity	0.722	NPC93390
Intermediate Similarity	0.7217	NPC470190

Drug Structure

NPD3947 OpenBabel08211704332D 27 29 0 0 0 0 0 0 0 0999 V2000 5.1487 -4.6359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8178 -3.8927 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2435 -1.5748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8907 -1.0396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9344 -0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5817 -0.0885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2216 -1.7827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6036 0.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3164 1.2784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5306 -2.7338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2946 1.0705 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 -1.5241 -2.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0074 2.2294 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8615 -3.4769 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5088 -2.9417 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9637 1.8136 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 26 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 17 1 0 0 0 0 5 18 1 0 0 0 0 6 8 1 0 0 0 0 6 14 2 0 0 0 0 7 9 2 0 0 0 0 7 14 1 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 19 1 0 0 0 0 12 22 1 0 0 0 0 13 22 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 17 22 1 0 0 0 0 18 23 2 0 0 0 0 19 21 1 0 0 0 0 19 24 2 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007250
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	354.16
ALogP	-0.575
MLogP	3
XLogP	2.616
HDA	6
HBD	1
Rotatable Bonds	9
TPSA	77.4
RO5 Violation	0