NPASS drugs

Drug Information

Drug ID:	NPD6308
Drug Name:	Pf-03758309
Molecular Formula:	C25H30N8OS
Canonical SMILES:	CN(C[C@H](c1ccccc1)N=C(N1Cc2c(C1(C)C)[nH][nH]c2=Nc1nc(C)nc2c1scc2)O)C
Standard InCHI:	InChI=1S/C25H30N8OS/c1-15-26-18-11-12-35-20(18)23(27-15)29-22-17-13-33(25(2,3)21(17)30-31-22)24(34)28-19(14-32(4)5)16-9-7-6-8-10-16/h6-12,19H,13-14H2,1-5H3,(H,28,34)(H2,26,27,29,30,31)/t19-/m1/s1
Standard InCHIKey:	AYCPARAPKDAOEN-LJQANCHMSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6308

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	709
0.1-0.2	11333
0.2-0.3	13373
0.3-0.4	2511
0.4-0.5	2033
0.5-0.6	884
0.6-0.7	46
0.7-0.8	1
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	0.7	NPC469308
Remote Similarity	0.6919	NPC317054
Remote Similarity	0.665	NPC49051
Remote Similarity	0.6537	NPC164228
Remote Similarity	0.6513	NPC120070
Remote Similarity	0.651	NPC114209
Remote Similarity	0.6453	NPC314557
Remote Similarity	0.639	NPC315715
Remote Similarity	0.6387	NPC320863
Remote Similarity	0.6346	NPC477891
Remote Similarity	0.6345	NPC476297
Remote Similarity	0.6345	NPC476219
Remote Similarity	0.6321	NPC204141
Remote Similarity	0.6294	NPC161108
Remote Similarity	0.6266	NPC39092
Remote Similarity	0.6245	NPC478030
Remote Similarity	0.6244	NPC476686
Remote Similarity	0.6244	NPC105758
Remote Similarity	0.6244	NPC476688
Remote Similarity	0.6225	NPC278874
Remote Similarity	0.6214	NPC208060
Remote Similarity	0.6201	NPC173344
Remote Similarity	0.6174	NPC149014
Remote Similarity	0.6121	NPC77022
Remote Similarity	0.6108	NPC470203
Remote Similarity	0.6098	NPC49217
Remote Similarity	0.6095	NPC475330
Remote Similarity	0.6094	NPC216221
Remote Similarity	0.6093	NPC472289
Remote Similarity	0.608	NPC469975
Remote Similarity	0.6073	NPC216159
Remote Similarity	0.6066	NPC174652
Remote Similarity	0.6066	NPC229160
Remote Similarity	0.6066	NPC25316
Remote Similarity	0.6066	NPC263485
Remote Similarity	0.6062	NPC66699
Remote Similarity	0.6059	NPC470204
Remote Similarity	0.6038	NPC144114
Remote Similarity	0.603	NPC148592
Remote Similarity	0.6021	NPC198988
Remote Similarity	0.6018	NPC175916
Remote Similarity	0.601	NPC300238
Remote Similarity	0.6009	NPC471609
Remote Similarity	0.6	NPC216713
Remote Similarity	0.6	NPC88121
Remote Similarity	0.6	NPC63157
Remote Similarity	0.6	NPC473868
Remote Similarity	0.599	NPC325252
Remote Similarity	0.599	NPC24990
Remote Similarity	0.5983	NPC124636
Remote Similarity	0.5981	NPC472294
Remote Similarity	0.598	NPC229173
Remote Similarity	0.5979	NPC88097
Remote Similarity	0.5972	NPC161242
Remote Similarity	0.5972	NPC476080
Remote Similarity	0.5972	NPC475534
Remote Similarity	0.5971	NPC195507
Remote Similarity	0.5971	NPC2165
Remote Similarity	0.5969	NPC42483
Remote Similarity	0.5968	NPC273714
Remote Similarity	0.5962	NPC91895
Remote Similarity	0.5962	NPC164664
Remote Similarity	0.5957	NPC193370
Remote Similarity	0.5957	NPC471603
Remote Similarity	0.5953	NPC476341
Remote Similarity	0.5952	NPC471579
Remote Similarity	0.5951	NPC224632
Remote Similarity	0.5951	NPC225018
Remote Similarity	0.595	NPC40070
Remote Similarity	0.5949	NPC59084
Remote Similarity	0.5949	NPC115611
Remote Similarity	0.5939	NPC147810
Remote Similarity	0.5936	NPC151779
Remote Similarity	0.5936	NPC476140
Remote Similarity	0.5931	NPC475990
Remote Similarity	0.5931	NPC221786
Remote Similarity	0.5931	NPC474880
Remote Similarity	0.5923	NPC267811
Remote Similarity	0.5922	NPC247987
Remote Similarity	0.5915	NPC16659
Remote Similarity	0.5909	NPC470440
Remote Similarity	0.5907	NPC130570
Remote Similarity	0.5897	NPC104483
Remote Similarity	0.5888	NPC20144
Remote Similarity	0.5885	NPC158055
Remote Similarity	0.5885	NPC476103
Remote Similarity	0.5885	NPC474897
Remote Similarity	0.5882	NPC316910
Remote Similarity	0.5876	NPC125746
Remote Similarity	0.5869	NPC265710
Remote Similarity	0.5867	NPC2949
Remote Similarity	0.5867	NPC284635
Remote Similarity	0.5864	NPC471322
Remote Similarity	0.5862	NPC282247
Remote Similarity	0.5854	NPC474791
Remote Similarity	0.5852	NPC116555
Remote Similarity	0.5852	NPC71238
Remote Similarity	0.5851	NPC75999
Remote Similarity	0.585	NPC21605
Remote Similarity	0.585	NPC470111
Remote Similarity	0.585	NPC471957
Remote Similarity	0.5833	NPC107160
Remote Similarity	0.5833	NPC108011
Remote Similarity	0.5825	NPC122141
Remote Similarity	0.5821	NPC282531
Remote Similarity	0.5816	NPC19170
Remote Similarity	0.5815	NPC143325
Remote Similarity	0.5805	NPC250178
Remote Similarity	0.5789	NPC287895
Remote Similarity	0.5785	NPC69843
Remote Similarity	0.578	NPC135601
Remote Similarity	0.578	NPC17273
Remote Similarity	0.578	NPC141612
Remote Similarity	0.5776	NPC54981
Remote Similarity	0.5774	NPC476817
Remote Similarity	0.5771	NPC179787
Remote Similarity	0.5771	NPC321617
Remote Similarity	0.5771	NPC201380
Remote Similarity	0.5769	NPC21174
Remote Similarity	0.5769	NPC317105
Remote Similarity	0.5769	NPC271797
Remote Similarity	0.5769	NPC476118
Remote Similarity	0.5764	NPC470233
Remote Similarity	0.5764	NPC470823
Remote Similarity	0.5762	NPC317430
Remote Similarity	0.5761	NPC160666
Remote Similarity	0.576	NPC21429
Remote Similarity	0.5759	NPC150447
Remote Similarity	0.5755	NPC472123
Remote Similarity	0.5748	NPC240088
Remote Similarity	0.5748	NPC248454
Remote Similarity	0.5748	NPC473380
Remote Similarity	0.5744	NPC297862
Remote Similarity	0.5744	NPC218268
Remote Similarity	0.5743	NPC321911
Remote Similarity	0.5743	NPC37548
Remote Similarity	0.5741	NPC307191
Remote Similarity	0.5735	NPC200214
Remote Similarity	0.5732	NPC253987
Remote Similarity	0.5727	NPC255909
Remote Similarity	0.5721	NPC63545
Remote Similarity	0.572	NPC79386
Remote Similarity	0.5714	NPC33421
Remote Similarity	0.5714	NPC251722
Remote Similarity	0.5714	NPC314102
Remote Similarity	0.5707	NPC81561
Remote Similarity	0.5701	NPC280852
Remote Similarity	0.57	NPC92796
Remote Similarity	0.57	NPC135141
Remote Similarity	0.5694	NPC478184
Remote Similarity	0.5694	NPC478182
Remote Similarity	0.5694	NPC249662
Remote Similarity	0.5693	NPC469811
Remote Similarity	0.5689	NPC272483
Remote Similarity	0.5681	NPC161861
Remote Similarity	0.568	NPC476464
Remote Similarity	0.5679	NPC315822
Remote Similarity	0.5676	NPC41982
Remote Similarity	0.5675	NPC477418
Remote Similarity	0.5675	NPC477420
Remote Similarity	0.5673	NPC255229
Remote Similarity	0.5673	NPC81229
Remote Similarity	0.5672	NPC285731
Remote Similarity	0.5672	NPC314372
Remote Similarity	0.5672	NPC469525
Remote Similarity	0.5665	NPC187951
Remote Similarity	0.5661	NPC153467
Remote Similarity	0.5659	NPC325903
Remote Similarity	0.5656	NPC230805
Remote Similarity	0.5656	NPC103119
Remote Similarity	0.5654	NPC329688
Remote Similarity	0.5654	NPC189812
Remote Similarity	0.5652	NPC148140
Remote Similarity	0.5652	NPC236711
Remote Similarity	0.565	NPC190296
Remote Similarity	0.5648	NPC22079
Remote Similarity	0.5646	NPC194881
Remote Similarity	0.5644	NPC478186
Remote Similarity	0.5644	NPC143872
Remote Similarity	0.5642	NPC163055
Remote Similarity	0.5637	NPC24678
Remote Similarity	0.5637	NPC105818
Remote Similarity	0.5637	NPC53947
Remote Similarity	0.5633	NPC21461
Remote Similarity	0.5633	NPC470323
Remote Similarity	0.5632	NPC69277
Remote Similarity	0.5631	NPC38736
Remote Similarity	0.5631	NPC470507
Remote Similarity	0.5622	NPC242556
Remote Similarity	0.5619	NPC475450
Remote Similarity	0.5617	NPC110602
Remote Similarity	0.5617	NPC75726
Remote Similarity	0.5617	NPC31385
Remote Similarity	0.5612	NPC296437
Remote Similarity	0.5612	NPC470731
Remote Similarity	0.5612	NPC470732
Remote Similarity	0.5611	NPC254762
Remote Similarity	0.561	NPC267078
Remote Similarity	0.561	NPC935
Remote Similarity	0.5609	NPC138562

Drug Structure

NPD6308 OpenBabel08211709092D 38 42 0 0 1 0 0 0 0 0999 V2000 4.7227 2.8214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8716 -1.4743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3716 -0.6083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8908 -2.5482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5850 -2.1881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0223 -1.1588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2792 -1.8279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8144 -0.1807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3281 -1.5189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8634 0.1283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1736 2.6304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5858 1.8214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7111 0.5942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4260 -0.9009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8567 2.3214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1202 -0.5408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2111 -0.2718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1246 2.3214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1692 -0.2318 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.1246 1.3214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5420 -1.0150 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1246 -0.6786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9907 0.8214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0102 1.0554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3716 -0.6083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9907 2.8214 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8567 1.3214 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9613 0.7464 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9907 -0.1786 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0420 -1.8810 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0201 -1.6731 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6339 -1.8790 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2671 0.3863 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8023 2.0335 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1736 1.0124 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.6352 -2.7946 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7632 -2.3422 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1488 2.3426 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 4 32 1 0 0 0 0 5 32 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 2 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 12 2 0 0 0 0 11 18 1 0 0 0 0 12 35 1 0 0 0 0 13 17 1 0 0 0 0 13 33 1 0 0 0 0 14 32 1 0 0 0 0 15 26 2 0 0 0 0 15 27 1 0 0 0 0 16 19 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 20 2 0 0 0 0 18 26 1 0 0 0 0 19 14 1 6 0 0 0 19 28 1 0 0 0 0 20 23 1 0 0 0 0 20 35 1 0 0 0 0 21 25 1 0 0 0 0 21 30 1 0 0 0 0 22 29 2 3 0 0 0 22 31 1 0 0 0 0 23 27 2 0 0 0 0 23 29 1 0 0 0 0 24 28 2 3 0 0 0 24 33 1 0 0 0 0 24 34 1 0 0 0 0 25 33 1 0 0 0 0 30 31 1 0 0 0 0 30 36 1 0 0 0 0 31 37 1 0 0 0 0 34 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DND000007
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25227462
ChEBI
CAS Number

Drug Properties

Molecular Weight	490.23
ALogP	0.1684
MLogP	3.11
XLogP	5.402
HDA	9
HBD	3
Rotatable Bonds	12
TPSA	129.51
RO5 Violation	1