NPASS drugs

Drug Information

Drug ID:	NPD2130
Drug Name:	D-22888
Molecular Formula:	C16H20N4O2
Canonical SMILES:	CCCn1c2ccc(nc2n2c(c1=O)c(C)nc2CC)OC
Standard InCHI:	InChI=1S/C16H20N4O2/c1-5-9-19-11-7-8-13(22-4)18-15(11)20-12(6-2)17-10(3)14(20)16(19)21/h7-8H,5-6,9H2,1-4H3
Standard InCHIKey:	PJRYVTGCPZXGEY-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2130

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	670
0.1-0.2	10340
0.2-0.3	4223
0.3-0.4	11303
0.4-0.5	2668
0.5-0.6	1529
0.6-0.7	155
0.7-0.8	2
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	0.7097	NPC50511
Intermediate Similarity	0.7037	NPC242923
Remote Similarity	0.6903	NPC157931
Remote Similarity	0.6861	NPC323969
Remote Similarity	0.6828	NPC187145
Remote Similarity	0.6816	NPC308906
Remote Similarity	0.6798	NPC471762
Remote Similarity	0.6798	NPC66777
Remote Similarity	0.6754	NPC257851
Remote Similarity	0.674	NPC471615
Remote Similarity	0.673	NPC280638
Remote Similarity	0.6697	NPC243850
Remote Similarity	0.6652	NPC315822
Remote Similarity	0.6623	NPC115595
Remote Similarity	0.6617	NPC476518
Remote Similarity	0.6595	NPC160666
Remote Similarity	0.6591	NPC82548
Remote Similarity	0.659	NPC295898
Remote Similarity	0.6584	NPC121658
Remote Similarity	0.6584	NPC14651
Remote Similarity	0.6561	NPC174672
Remote Similarity	0.653	NPC472259
Remote Similarity	0.6493	NPC472289
Remote Similarity	0.6486	NPC174758
Remote Similarity	0.6478	NPC122436
Remote Similarity	0.6471	NPC111624
Remote Similarity	0.6453	NPC21461
Remote Similarity	0.6441	NPC287208
Remote Similarity	0.6432	NPC305984
Remote Similarity	0.6419	NPC198401
Remote Similarity	0.64	NPC285635
Remote Similarity	0.6398	NPC141053
Remote Similarity	0.6395	NPC478078
Remote Similarity	0.6391	NPC17305
Remote Similarity	0.6364	NPC266551
Remote Similarity	0.6364	NPC219963
Remote Similarity	0.6364	NPC161887
Remote Similarity	0.636	NPC12100
Remote Similarity	0.6332	NPC467439
Remote Similarity	0.6327	NPC472067
Remote Similarity	0.6327	NPC471603
Remote Similarity	0.6327	NPC264176
Remote Similarity	0.6327	NPC472031
Remote Similarity	0.6327	NPC472066
Remote Similarity	0.6327	NPC51854
Remote Similarity	0.6325	NPC107160
Remote Similarity	0.6316	NPC274982
Remote Similarity	0.6316	NPC322064
Remote Similarity	0.6314	NPC260434
Remote Similarity	0.6308	NPC134079
Remote Similarity	0.6304	NPC250178
Remote Similarity	0.6292	NPC101350
Remote Similarity	0.6292	NPC30540
Remote Similarity	0.629	NPC303374
Remote Similarity	0.6286	NPC9729
Remote Similarity	0.628	NPC74619
Remote Similarity	0.6277	NPC128115
Remote Similarity	0.6274	NPC20249
Remote Similarity	0.6272	NPC50562
Remote Similarity	0.6262	NPC258773
Remote Similarity	0.6256	NPC472098
Remote Similarity	0.625	NPC235685
Remote Similarity	0.6245	NPC67658
Remote Similarity	0.624	NPC63109
Remote Similarity	0.6238	NPC40530
Remote Similarity	0.6238	NPC314281
Remote Similarity	0.6234	NPC136924
Remote Similarity	0.6229	NPC194740
Remote Similarity	0.6223	NPC46970
Remote Similarity	0.6223	NPC220851
Remote Similarity	0.6215	NPC74382
Remote Similarity	0.6215	NPC206251
Remote Similarity	0.6207	NPC472099
Remote Similarity	0.6198	NPC471614
Remote Similarity	0.6197	NPC476341
Remote Similarity	0.6189	NPC316756
Remote Similarity	0.6174	NPC148183
Remote Similarity	0.6174	NPC152768
Remote Similarity	0.617	NPC35761
Remote Similarity	0.6165	NPC1527
Remote Similarity	0.6164	NPC168209
Remote Similarity	0.616	NPC237978
Remote Similarity	0.6148	NPC171393
Remote Similarity	0.6148	NPC295452
Remote Similarity	0.6147	NPC198673
Remote Similarity	0.6139	NPC124276
Remote Similarity	0.6135	NPC53534
Remote Similarity	0.6134	NPC116622
Remote Similarity	0.6133	NPC472111
Remote Similarity	0.6132	NPC118776
Remote Similarity	0.6129	NPC26543
Remote Similarity	0.6124	NPC317054
Remote Similarity	0.6113	NPC472068
Remote Similarity	0.6111	NPC224327
Remote Similarity	0.6109	NPC168911
Remote Similarity	0.6106	NPC105758
Remote Similarity	0.6106	NPC476686
Remote Similarity	0.6106	NPC476688
Remote Similarity	0.6104	NPC62995
Remote Similarity	0.6096	NPC471304
Remote Similarity	0.6094	NPC48317
Remote Similarity	0.6093	NPC17273
Remote Similarity	0.6093	NPC141612
Remote Similarity	0.6093	NPC135601
Remote Similarity	0.6092	NPC311906
Remote Similarity	0.6091	NPC474183
Remote Similarity	0.6089	NPC91868
Remote Similarity	0.6089	NPC63971
Remote Similarity	0.6087	NPC278874
Remote Similarity	0.6087	NPC282247
Remote Similarity	0.6085	NPC61011
Remote Similarity	0.6085	NPC243633
Remote Similarity	0.6085	NPC175150
Remote Similarity	0.6079	NPC116555
Remote Similarity	0.6078	NPC25899
Remote Similarity	0.6075	NPC469814
Remote Similarity	0.6073	NPC226202
Remote Similarity	0.6066	NPC14325
Remote Similarity	0.6066	NPC28848
Remote Similarity	0.6063	NPC267928
Remote Similarity	0.6061	NPC477979
Remote Similarity	0.6058	NPC329631
Remote Similarity	0.6056	NPC477891
Remote Similarity	0.6055	NPC152620
Remote Similarity	0.6055	NPC210123
Remote Similarity	0.6054	NPC176538
Remote Similarity	0.6054	NPC329793
Remote Similarity	0.6053	NPC469589
Remote Similarity	0.6052	NPC303658
Remote Similarity	0.6049	NPC184680
Remote Similarity	0.6041	NPC148889
Remote Similarity	0.6036	NPC239954
Remote Similarity	0.6035	NPC270918
Remote Similarity	0.6033	NPC208898
Remote Similarity	0.6029	NPC471648
Remote Similarity	0.6029	NPC226835
Remote Similarity	0.6026	NPC288987
Remote Similarity	0.6025	NPC314954
Remote Similarity	0.6025	NPC470784
Remote Similarity	0.6025	NPC470785
Remote Similarity	0.602	NPC472260
Remote Similarity	0.6019	NPC286195
Remote Similarity	0.6019	NPC112489
Remote Similarity	0.6019	NPC136441
Remote Similarity	0.6018	NPC132539
Remote Similarity	0.6018	NPC102592
Remote Similarity	0.6018	NPC79356
Remote Similarity	0.6017	NPC74562
Remote Similarity	0.6017	NPC151781
Remote Similarity	0.6017	NPC316181
Remote Similarity	0.6009	NPC266249
Remote Similarity	0.6009	NPC81535
Remote Similarity	0.6008	NPC477549
Remote Similarity	0.6	NPC211813
Remote Similarity	0.6	NPC285923
Remote Similarity	0.6	NPC146418
Remote Similarity	0.6	NPC46895
Remote Similarity	0.5992	NPC322482
Remote Similarity	0.5992	NPC172222
Remote Similarity	0.5992	NPC130570
Remote Similarity	0.5991	NPC83774
Remote Similarity	0.5991	NPC472286
Remote Similarity	0.5991	NPC472287
Remote Similarity	0.5982	NPC121327
Remote Similarity	0.5976	NPC56271
Remote Similarity	0.5973	NPC223427
Remote Similarity	0.5973	NPC200836
Remote Similarity	0.5972	NPC97106
Remote Similarity	0.5971	NPC48192
Remote Similarity	0.5971	NPC177404
Remote Similarity	0.5966	NPC147983
Remote Similarity	0.5966	NPC177996
Remote Similarity	0.5963	NPC110741
Remote Similarity	0.5961	NPC150447
Remote Similarity	0.5957	NPC167860
Remote Similarity	0.5957	NPC123976
Remote Similarity	0.5957	NPC123839
Remote Similarity	0.5956	NPC232727
Remote Similarity	0.5953	NPC270834
Remote Similarity	0.5952	NPC227489
Remote Similarity	0.5952	NPC28096
Remote Similarity	0.5952	NPC476421
Remote Similarity	0.595	NPC196718
Remote Similarity	0.5949	NPC216612
Remote Similarity	0.5948	NPC236668
Remote Similarity	0.5945	NPC46022
Remote Similarity	0.5941	NPC2497
Remote Similarity	0.594	NPC267811
Remote Similarity	0.5938	NPC187558
Remote Similarity	0.5936	NPC324091
Remote Similarity	0.5935	NPC73994
Remote Similarity	0.5932	NPC77101
Remote Similarity	0.5929	NPC143977
Remote Similarity	0.5928	NPC84853
Remote Similarity	0.5926	NPC21429
Remote Similarity	0.5924	NPC208060
Remote Similarity	0.5923	NPC146976
Remote Similarity	0.5915	NPC96321
Remote Similarity	0.5911	NPC19872
Remote Similarity	0.5911	NPC26872

Drug Structure

NPD2130 OpenBabel08211701392D 22 24 0 0 0 0 0 0 0 0999 V2000 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9703 -2.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9921 1.2601 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9921 -2.2601 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 0.3090 0.0000 C 0 0 0 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 -2.6831 -1.3090 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 -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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 10 1 0 0 0 0 4 22 1 0 0 0 0 5 9 1 0 0 0 0 6 12 1 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 13 1 0 0 0 0 9 19 1 0 0 0 0 10 14 2 0 0 0 0 10 17 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 17 2 0 0 0 0 12 20 1 0 0 0 0 13 18 2 0 0 0 0 13 22 1 0 0 0 0 14 16 1 0 0 0 0 14 20 1 0 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 16 19 1 0 0 0 0 16 21 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009809
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	300.16
ALogP	-0.6957
MLogP	2.56
XLogP	2.883
HDA	5
HBD	0
Rotatable Bonds	8
TPSA	59.73
RO5 Violation	0