NPASS drugs

Drug Information

Drug ID:	NPD6397
Drug Name:	Udenafil
Molecular Formula:	C25H36N6O4S
Canonical SMILES:	CCCOc1ccc(cc1c1nc2c(CCC)nn(c2c(=O)[nH]1)C)S(=O)(=O)NCCC1CCCN1C
Standard InCHI:	InChI=1S/C25H36N6O4S/c1-5-8-20-22-23(31(4)29-20)25(32)28-24(27-22)19-16-18(10-11-21(19)35-15-6-2)36(33,34)26-13-12-17-9-7-14-30(17)3/h10-11,16-17,26H,5-9,12-15H2,1-4H3,(H,27,28,32)
Standard InCHIKey:	IYFNEFQTYQPVOC-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6397

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	430
0.1-0.2	3680
0.2-0.3	9110
0.3-0.4	8143
0.4-0.5	7608
0.5-0.6	1832
0.6-0.7	87
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	0.672	NPC471762
Remote Similarity	0.668	NPC157931
Remote Similarity	0.6653	NPC194740
Remote Similarity	0.6653	NPC66777
Remote Similarity	0.6614	NPC257851
Remote Similarity	0.6581	NPC198401
Remote Similarity	0.6573	NPC323969
Remote Similarity	0.651	NPC196718
Remote Similarity	0.6504	NPC50562
Remote Similarity	0.6478	NPC67658
Remote Similarity	0.6466	NPC168209
Remote Similarity	0.6448	NPC101350
Remote Similarity	0.6445	NPC102593
Remote Similarity	0.6409	NPC235685
Remote Similarity	0.6389	NPC243633
Remote Similarity	0.6389	NPC175150
Remote Similarity	0.6386	NPC471197
Remote Similarity	0.6381	NPC303374
Remote Similarity	0.636	NPC471198
Remote Similarity	0.636	NPC303658
Remote Similarity	0.632	NPC305984
Remote Similarity	0.6299	NPC472789
Remote Similarity	0.6299	NPC122436
Remote Similarity	0.6289	NPC187145
Remote Similarity	0.6283	NPC244543
Remote Similarity	0.623	NPC248601
Remote Similarity	0.622	NPC471155
Remote Similarity	0.6194	NPC270241
Remote Similarity	0.6194	NPC285192
Remote Similarity	0.6179	NPC225400
Remote Similarity	0.6176	NPC478083
Remote Similarity	0.6174	NPC477588
Remote Similarity	0.6174	NPC477586
Remote Similarity	0.6174	NPC477590
Remote Similarity	0.6174	NPC477585
Remote Similarity	0.6163	NPC478078
Remote Similarity	0.6154	NPC472538
Remote Similarity	0.6154	NPC260434
Remote Similarity	0.6154	NPC314659
Remote Similarity	0.6154	NPC470786
Remote Similarity	0.6151	NPC148183
Remote Similarity	0.6151	NPC152768
Remote Similarity	0.6148	NPC471615
Remote Similarity	0.6142	NPC288987
Remote Similarity	0.614	NPC196449
Remote Similarity	0.614	NPC314222
Remote Similarity	0.6134	NPC63971
Remote Similarity	0.6134	NPC91868
Remote Similarity	0.6133	NPC478141
Remote Similarity	0.6133	NPC220851
Remote Similarity	0.6129	NPC478013
Remote Similarity	0.6122	NPC295898
Remote Similarity	0.6118	NPC472099
Remote Similarity	0.6117	NPC53534
Remote Similarity	0.6111	NPC315411
Remote Similarity	0.6111	NPC197335
Remote Similarity	0.6111	NPC316297
Remote Similarity	0.6111	NPC314817
Remote Similarity	0.6111	NPC66191
Remote Similarity	0.6111	NPC477979
Remote Similarity	0.6107	NPC329631
Remote Similarity	0.6107	NPC141053
Remote Similarity	0.6098	NPC477587
Remote Similarity	0.6098	NPC477589
Remote Similarity	0.6087	NPC322064
Remote Similarity	0.6078	NPC269270
Remote Similarity	0.6069	NPC315061
Remote Similarity	0.6063	NPC244425
Remote Similarity	0.6063	NPC15384
Remote Similarity	0.6055	NPC14686
Remote Similarity	0.6055	NPC128115
Remote Similarity	0.6043	NPC152620
Remote Similarity	0.6041	NPC121772
Remote Similarity	0.6038	NPC184680
Remote Similarity	0.6036	NPC258048
Remote Similarity	0.6036	NPC63109
Remote Similarity	0.6032	NPC264176
Remote Similarity	0.6032	NPC472098
Remote Similarity	0.603	NPC148889
Remote Similarity	0.6029	NPC67401
Remote Similarity	0.6025	NPC100863
Remote Similarity	0.6024	NPC243850
Remote Similarity	0.6024	NPC62995
Remote Similarity	0.6022	NPC314056
Remote Similarity	0.6015	NPC470784
Remote Similarity	0.6015	NPC470785
Remote Similarity	0.6008	NPC194967
Remote Similarity	0.5993	NPC165964
Remote Similarity	0.5993	NPC26543
Remote Similarity	0.5992	NPC115595
Remote Similarity	0.5986	NPC478012
Remote Similarity	0.5985	NPC329982
Remote Similarity	0.5985	NPC314882
Remote Similarity	0.5985	NPC180504
Remote Similarity	0.5985	NPC316224
Remote Similarity	0.5984	NPC78767
Remote Similarity	0.5984	NPC473814
Remote Similarity	0.5976	NPC174672
Remote Similarity	0.5975	NPC92803
Remote Similarity	0.597	NPC160666
Remote Similarity	0.5969	NPC198503
Remote Similarity	0.5968	NPC110182
Remote Similarity	0.5967	NPC93390
Remote Similarity	0.596	NPC16249
Remote Similarity	0.5957	NPC478006
Remote Similarity	0.5955	NPC131486
Remote Similarity	0.5952	NPC123839
Remote Similarity	0.5944	NPC473239
Remote Similarity	0.5941	NPC87391
Remote Similarity	0.594	NPC473187
Remote Similarity	0.5939	NPC319232
Remote Similarity	0.5939	NPC24370
Remote Similarity	0.5929	NPC146418
Remote Similarity	0.5922	NPC478010
Remote Similarity	0.5919	NPC161801
Remote Similarity	0.5918	NPC240384
Remote Similarity	0.5918	NPC472061
Remote Similarity	0.5913	NPC471130
Remote Similarity	0.5912	NPC133609
Remote Similarity	0.5904	NPC78609
Remote Similarity	0.5904	NPC295548
Remote Similarity	0.59	NPC122886
Remote Similarity	0.59	NPC21638
Remote Similarity	0.59	NPC115588
Remote Similarity	0.5896	NPC474183
Remote Similarity	0.5894	NPC311906
Remote Similarity	0.5892	NPC18890
Remote Similarity	0.5891	NPC189079
Remote Similarity	0.5889	NPC471304
Remote Similarity	0.5889	NPC473540
Remote Similarity	0.5887	NPC475196
Remote Similarity	0.5887	NPC477516
Remote Similarity	0.5887	NPC473186
Remote Similarity	0.5887	NPC471944
Remote Similarity	0.588	NPC471648
Remote Similarity	0.588	NPC257511
Remote Similarity	0.5875	NPC150308
Remote Similarity	0.5874	NPC478011
Remote Similarity	0.5873	NPC266249
Remote Similarity	0.5873	NPC287208
Remote Similarity	0.5866	NPC242923
Remote Similarity	0.5863	NPC143977
Remote Similarity	0.5862	NPC322482
Remote Similarity	0.5862	NPC314633
Remote Similarity	0.5858	NPC46895
Remote Similarity	0.5857	NPC472287
Remote Similarity	0.5857	NPC472286
Remote Similarity	0.5854	NPC314176
Remote Similarity	0.5854	NPC74153
Remote Similarity	0.5853	NPC473041
Remote Similarity	0.5853	NPC96321
Remote Similarity	0.585	NPC174758
Remote Similarity	0.585	NPC61038
Remote Similarity	0.5849	NPC119006
Remote Similarity	0.5846	NPC81939
Remote Similarity	0.5846	NPC280799
Remote Similarity	0.5843	NPC182222
Remote Similarity	0.5843	NPC153980
Remote Similarity	0.5843	NPC471194
Remote Similarity	0.5843	NPC39370
Remote Similarity	0.5843	NPC471193
Remote Similarity	0.5843	NPC6865
Remote Similarity	0.5843	NPC208898
Remote Similarity	0.5837	NPC471192
Remote Similarity	0.5837	NPC243626
Remote Similarity	0.5837	NPC280638
Remote Similarity	0.5833	NPC270918
Remote Similarity	0.5833	NPC315822
Remote Similarity	0.583	NPC478081
Remote Similarity	0.583	NPC315467
Remote Similarity	0.5827	NPC269367
Remote Similarity	0.5827	NPC207686
Remote Similarity	0.5826	NPC88970
Remote Similarity	0.5824	NPC469734
Remote Similarity	0.5824	NPC475666
Remote Similarity	0.5821	NPC477549
Remote Similarity	0.5819	NPC471652
Remote Similarity	0.5814	NPC27041
Remote Similarity	0.5813	NPC470787
Remote Similarity	0.5813	NPC472539
Remote Similarity	0.5813	NPC472540
Remote Similarity	0.581	NPC82548
Remote Similarity	0.581	NPC478009
Remote Similarity	0.5809	NPC75179
Remote Similarity	0.5805	NPC323752
Remote Similarity	0.5804	NPC72956
Remote Similarity	0.5803	NPC17437
Remote Similarity	0.5802	NPC283207
Remote Similarity	0.5798	NPC50511
Remote Similarity	0.5797	NPC316110
Remote Similarity	0.5797	NPC315893
Remote Similarity	0.5797	NPC313587
Remote Similarity	0.5796	NPC473821
Remote Similarity	0.5795	NPC34580
Remote Similarity	0.5795	NPC118559
Remote Similarity	0.5795	NPC304307
Remote Similarity	0.5795	NPC124920
Remote Similarity	0.5794	NPC313280
Remote Similarity	0.5794	NPC175602
Remote Similarity	0.5793	NPC477066

Drug Structure

NPD6397 OpenBabel08211709092D 38 41 0 0 1 0 0 0 0 0999 V2000 0.8497 5.0623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6151 2.8535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1854 4.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1587 6.0134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2024 2.8147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1369 6.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9945 1.8366 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 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3364 3.3147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 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 -3.0000 1.7321 0.0000 C 0 0 3 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 5.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 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 3.4641 4.0000 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 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 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 2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8005 5.5827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5933 2.6456 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 4.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 30 1 0 0 0 0 4 31 1 0 0 0 0 5 8 1 0 0 0 0 6 15 1 0 0 0 0 7 9 1 0 0 0 0 7 14 1 0 0 0 0 8 20 1 0 0 0 0 9 17 1 0 0 0 0 10 11 2 0 0 0 0 10 18 1 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 26 1 0 0 0 0 14 30 1 0 0 0 0 15 35 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 17 30 1 0 0 0 0 18 36 1 0 0 0 0 19 21 2 0 0 0 0 19 24 1 0 0 0 0 20 22 1 0 0 0 0 20 29 2 0 0 0 0 21 35 1 0 0 0 0 22 23 2 0 0 0 0 22 27 1 0 0 0 0 23 25 1 0 0 0 0 23 31 1 0 0 0 0 24 27 2 0 0 0 0 24 28 1 0 0 0 0 25 28 1 0 0 0 0 25 32 2 0 0 0 0 26 36 1 0 0 0 0 26 37 1 0 0 0 0 28 38 1 0 0 0 0 29 31 1 0 0 0 0 33 36 2 0 0 0 0 34 36 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000960
DrugBank	DB06267
ChEMBL	CHEMBL2103849
IUPHAR/BPS
PharmaGKB	PA164776753
KEGG Drug	D10027
PubChem CID	6918523
ChEBI	135926
CAS Number	268203-93-6

Drug Properties

Molecular Weight	516.25
ALogP	-2.5571
MLogP	3
XLogP	2.497
HDA	9
HBD	2
Rotatable Bonds	15
TPSA	126.3
RO5 Violation	1