NPASS drugs

Drug Information

Drug ID:	NPD4070
Drug Name:
Molecular Formula:	C20H25ClN6O3
Canonical SMILES:	OC[C@@H](C(C)C)N=c1[nH]c(Nc2ccc(c(c2)Cl)C(=O)O)c2c(n1)n(cn2)C(C)C
Standard InCHI:	InChI=1S/C20H25ClN6O3/c1-10(2)15(8-28)24-20-25-17(16-18(26-20)27(9-22-16)11(3)4)23-12-5-6-13(19(29)30)14(21)7-12/h5-7,9-11,15,28H,8H2,1-4H3,(H,29,30)(H2,23,24,25,26)/t15-/m0/s1
Standard InCHIKey:	ZKDXRFMOHZVXSG-HNNXBMFYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4070

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	275
0.1-0.2	2352
0.2-0.3	10297
0.3-0.4	13019
0.4-0.5	2640
0.5-0.6	2091
0.6-0.7	212
0.7-0.8	4
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	0.7137	NPC147983
Intermediate Similarity	0.7137	NPC177996
Intermediate Similarity	0.7035	NPC469975
Intermediate Similarity	0.7014	NPC54537
Remote Similarity	0.6756	NPC57398
Remote Similarity	0.6754	NPC71238
Remote Similarity	0.6707	NPC171393
Remote Similarity	0.6707	NPC295452
Remote Similarity	0.6667	NPC54981
Remote Similarity	0.6636	NPC285923
Remote Similarity	0.6636	NPC83111
Remote Similarity	0.6627	NPC74619
Remote Similarity	0.6625	NPC323244
Remote Similarity	0.6592	NPC202812
Remote Similarity	0.6579	NPC165599
Remote Similarity	0.6538	NPC282247
Remote Similarity	0.6533	NPC141454
Remote Similarity	0.6516	NPC328924
Remote Similarity	0.6496	NPC118940
Remote Similarity	0.6488	NPC187145
Remote Similarity	0.6483	NPC471192
Remote Similarity	0.6483	NPC62995
Remote Similarity	0.6455	NPC476341
Remote Similarity	0.6432	NPC474916
Remote Similarity	0.6426	NPC6865
Remote Similarity	0.6426	NPC153980
Remote Similarity	0.6422	NPC472538
Remote Similarity	0.6422	NPC243850
Remote Similarity	0.6422	NPC471155
Remote Similarity	0.6422	NPC244741
Remote Similarity	0.6406	NPC14849
Remote Similarity	0.6397	NPC316411
Remote Similarity	0.6395	NPC270241
Remote Similarity	0.6387	NPC312645
Remote Similarity	0.6387	NPC238945
Remote Similarity	0.6383	NPC72956
Remote Similarity	0.6383	NPC242923
Remote Similarity	0.6379	NPC225400
Remote Similarity	0.6376	NPC182057
Remote Similarity	0.6376	NPC131450
Remote Similarity	0.6376	NPC147298
Remote Similarity	0.6364	NPC229893
Remote Similarity	0.6352	NPC470786
Remote Similarity	0.6349	NPC473317
Remote Similarity	0.6348	NPC471944
Remote Similarity	0.6344	NPC245916
Remote Similarity	0.6341	NPC267853
Remote Similarity	0.6341	NPC315062
Remote Similarity	0.6336	NPC473376
Remote Similarity	0.6335	NPC207851
Remote Similarity	0.6333	NPC250178
Remote Similarity	0.6332	NPC63109
Remote Similarity	0.6329	NPC89508
Remote Similarity	0.6318	NPC113626
Remote Similarity	0.6318	NPC471197
Remote Similarity	0.6318	NPC472285
Remote Similarity	0.6316	NPC89987
Remote Similarity	0.6316	NPC244897
Remote Similarity	0.6313	NPC328611
Remote Similarity	0.63	NPC19692
Remote Similarity	0.63	NPC220151
Remote Similarity	0.6295	NPC175474
Remote Similarity	0.6295	NPC471614
Remote Similarity	0.6292	NPC471198
Remote Similarity	0.6287	NPC471194
Remote Similarity	0.6287	NPC471193
Remote Similarity	0.627	NPC125597
Remote Similarity	0.6261	NPC54744
Remote Similarity	0.6255	NPC285192
Remote Similarity	0.6245	NPC473814
Remote Similarity	0.6245	NPC82370
Remote Similarity	0.6245	NPC472542
Remote Similarity	0.6245	NPC78767
Remote Similarity	0.6245	NPC472541
Remote Similarity	0.6239	NPC471191
Remote Similarity	0.6235	NPC116622
Remote Similarity	0.6228	NPC93390
Remote Similarity	0.6225	NPC323198
Remote Similarity	0.6222	NPC111602
Remote Similarity	0.6222	NPC102338
Remote Similarity	0.6222	NPC196251
Remote Similarity	0.6222	NPC63199
Remote Similarity	0.622	NPC192712
Remote Similarity	0.6205	NPC160381
Remote Similarity	0.6205	NPC90415
Remote Similarity	0.6205	NPC62749
Remote Similarity	0.6201	NPC472540
Remote Similarity	0.6201	NPC472539
Remote Similarity	0.6201	NPC470787
Remote Similarity	0.6197	NPC314648
Remote Similarity	0.6194	NPC156003
Remote Similarity	0.6192	NPC221100
Remote Similarity	0.6192	NPC234078
Remote Similarity	0.6178	NPC473815
Remote Similarity	0.6178	NPC472323
Remote Similarity	0.6178	NPC278434
Remote Similarity	0.6172	NPC477420
Remote Similarity	0.6172	NPC477418
Remote Similarity	0.6169	NPC472844
Remote Similarity	0.6169	NPC69843
Remote Similarity	0.6164	NPC248862
Remote Similarity	0.6162	NPC314098
Remote Similarity	0.6161	NPC241025
Remote Similarity	0.6154	NPC295548
Remote Similarity	0.6154	NPC314882
Remote Similarity	0.6151	NPC104712
Remote Similarity	0.6151	NPC471603
Remote Similarity	0.6147	NPC472284
Remote Similarity	0.6145	NPC160666
Remote Similarity	0.6144	NPC53344
Remote Similarity	0.6143	NPC159125
Remote Similarity	0.6134	NPC123839
Remote Similarity	0.6132	NPC308906
Remote Similarity	0.6129	NPC33949
Remote Similarity	0.6128	NPC132539
Remote Similarity	0.6126	NPC15840
Remote Similarity	0.6122	NPC478006
Remote Similarity	0.6118	NPC266249
Remote Similarity	0.6116	NPC15384
Remote Similarity	0.6116	NPC244425
Remote Similarity	0.6114	NPC267343
Remote Similarity	0.6113	NPC1203
Remote Similarity	0.6113	NPC319232
Remote Similarity	0.6113	NPC24370
Remote Similarity	0.6111	NPC471130
Remote Similarity	0.6111	NPC57453
Remote Similarity	0.6109	NPC234987
Remote Similarity	0.6109	NPC111275
Remote Similarity	0.6102	NPC238457
Remote Similarity	0.6102	NPC314855
Remote Similarity	0.6102	NPC313796
Remote Similarity	0.6102	NPC313345
Remote Similarity	0.6102	NPC315638
Remote Similarity	0.61	NPC477979
Remote Similarity	0.6099	NPC192270
Remote Similarity	0.6096	NPC220852
Remote Similarity	0.6091	NPC469938
Remote Similarity	0.6091	NPC248601
Remote Similarity	0.6089	NPC316141
Remote Similarity	0.6087	NPC28945
Remote Similarity	0.6087	NPC177056
Remote Similarity	0.6083	NPC41717
Remote Similarity	0.6081	NPC219336
Remote Similarity	0.608	NPC119006
Remote Similarity	0.6078	NPC242933
Remote Similarity	0.6078	NPC306376
Remote Similarity	0.6078	NPC52557
Remote Similarity	0.6076	NPC315545
Remote Similarity	0.6076	NPC314297
Remote Similarity	0.6074	NPC36405
Remote Similarity	0.6071	NPC243058
Remote Similarity	0.6063	NPC267885
Remote Similarity	0.6061	NPC472116
Remote Similarity	0.6059	NPC472259
Remote Similarity	0.6058	NPC250448
Remote Similarity	0.6057	NPC220851
Remote Similarity	0.6054	NPC471536
Remote Similarity	0.6053	NPC154339
Remote Similarity	0.6052	NPC123395
Remote Similarity	0.6052	NPC106118
Remote Similarity	0.605	NPC116555
Remote Similarity	0.6047	NPC477549
Remote Similarity	0.6045	NPC315467
Remote Similarity	0.6044	NPC203635
Remote Similarity	0.6044	NPC471742
Remote Similarity	0.6044	NPC228835
Remote Similarity	0.6043	NPC472842
Remote Similarity	0.6041	NPC472099
Remote Similarity	0.6036	NPC217372
Remote Similarity	0.6036	NPC15573
Remote Similarity	0.6036	NPC183662
Remote Similarity	0.6036	NPC474081
Remote Similarity	0.6034	NPC472286
Remote Similarity	0.6034	NPC74153
Remote Similarity	0.6034	NPC472287
Remote Similarity	0.6032	NPC64216
Remote Similarity	0.6029	NPC77101
Remote Similarity	0.6026	NPC249150
Remote Similarity	0.6026	NPC79129
Remote Similarity	0.6026	NPC294909
Remote Similarity	0.6026	NPC199851
Remote Similarity	0.6026	NPC128265
Remote Similarity	0.6026	NPC49196
Remote Similarity	0.6026	NPC312870
Remote Similarity	0.6026	NPC313985
Remote Similarity	0.6026	NPC81654
Remote Similarity	0.6026	NPC254240
Remote Similarity	0.6026	NPC195461
Remote Similarity	0.6026	NPC138370
Remote Similarity	0.6024	NPC476491
Remote Similarity	0.6024	NPC285343
Remote Similarity	0.6024	NPC107160
Remote Similarity	0.6019	NPC88970
Remote Similarity	0.6018	NPC110500
Remote Similarity	0.6018	NPC149155
Remote Similarity	0.6018	NPC317054
Remote Similarity	0.6018	NPC203468
Remote Similarity	0.6017	NPC476098
Remote Similarity	0.6016	NPC300114
Remote Similarity	0.6009	NPC131887

Drug Structure

NPD4070 OpenBabel08211704332D 34 36 0 0 1 0 0 0 0 0999 V2000 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3904 -2.2044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0303 -0.5102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 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 0.3364 -2.5827 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 1.7213 -1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 1 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 -1.7321 -1.0000 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 -6.0622 0.5000 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 -4.3301 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 0.7431 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 11 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 13 1 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 28 1 0 0 0 0 9 22 2 0 0 0 0 9 27 1 0 0 0 0 10 15 1 0 0 0 0 11 27 1 0 0 0 0 12 23 1 0 0 0 0 13 14 2 0 0 0 0 13 19 1 0 0 0 0 14 21 1 0 0 0 0 15 8 1 6 0 0 0 15 24 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 17 25 1 0 0 0 0 18 26 2 0 0 0 0 18 27 1 0 0 0 0 19 29 2 0 0 0 0 19 30 1 0 0 0 0 20 24 2 3 0 0 0 20 25 1 0 0 0 0 20 26 1 0 0 0 0 23 31 1 0 0 0 0 25 32 1 0 0 0 0 28 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000066
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	448991
ChEBI
CAS Number

Drug Properties

Molecular Weight	432.17
ALogP	-0.9527
MLogP	2.56
XLogP	3.719
HDA	9
HBD	4
Rotatable Bonds	14
TPSA	124.13
RO5 Violation	0