NPASS drugs

Drug Information

Drug ID:	NPD4935
Drug Name:	CCX-354
Molecular Formula:	C22H22ClN7O2
Canonical SMILES:	COc1cc(ccc1Cl)N1CCN(CC1)C(=O)Cn1nc(c2c1nccc2)c1ncc[nH]1
Standard InCHI:	InChI=1S/C22H22ClN7O2/c1-32-18-13-15(4-5-17(18)23)28-9-11-29(12-10-28)19(31)14-30-22-16(3-2-6-26-22)20(27-30)21-24-7-8-25-21/h2-8,13H,9-12,14H2,1H3,(H,24,25)
Standard InCHIKey:	ZIMLRKWQDLVPEK-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4935

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	843
0.1-0.2	11301
0.2-0.3	7242
0.3-0.4	7703
0.4-0.5	2303
0.5-0.6	1291
0.6-0.7	206
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	0.7026	NPC56271
Remote Similarity	0.6965	NPC130570
Remote Similarity	0.696	NPC167860
Remote Similarity	0.696	NPC123976
Remote Similarity	0.6923	NPC314954
Remote Similarity	0.6905	NPC471603
Remote Similarity	0.6898	NPC63109
Remote Similarity	0.6885	NPC187145
Remote Similarity	0.6842	NPC101350
Remote Similarity	0.6809	NPC193267
Remote Similarity	0.6809	NPC213530
Remote Similarity	0.6805	NPC235685
Remote Similarity	0.6798	NPC242923
Remote Similarity	0.6797	NPC305984
Remote Similarity	0.6774	NPC232727
Remote Similarity	0.6768	NPC115595
Remote Similarity	0.6766	NPC171393
Remote Similarity	0.6766	NPC295452
Remote Similarity	0.6742	NPC160666
Remote Similarity	0.6717	NPC469554
Remote Similarity	0.6716	NPC30540
Remote Similarity	0.6692	NPC180504
Remote Similarity	0.6691	NPC471614
Remote Similarity	0.6691	NPC150447
Remote Similarity	0.668	NPC308906
Remote Similarity	0.6679	NPC26543
Remote Similarity	0.6667	NPC121772
Remote Similarity	0.6667	NPC315822
Remote Similarity	0.6654	NPC174672
Remote Similarity	0.6654	NPC101543
Remote Similarity	0.6654	NPC174758
Remote Similarity	0.6642	NPC39092
Remote Similarity	0.6628	NPC17305
Remote Similarity	0.6627	NPC285558
Remote Similarity	0.6614	NPC476465
Remote Similarity	0.6585	NPC77101
Remote Similarity	0.6578	NPC122436
Remote Similarity	0.6565	NPC310118
Remote Similarity	0.6564	NPC170114
Remote Similarity	0.6541	NPC66777
Remote Similarity	0.6541	NPC471762
Remote Similarity	0.6534	NPC176538
Remote Similarity	0.6525	NPC470549
Remote Similarity	0.6525	NPC50511
Remote Similarity	0.6522	NPC63971
Remote Similarity	0.6522	NPC91868
Remote Similarity	0.6512	NPC74619
Remote Similarity	0.6506	NPC141053
Remote Similarity	0.6502	NPC60621
Remote Similarity	0.65	NPC274982
Remote Similarity	0.6496	NPC316756
Remote Similarity	0.6489	NPC250178
Remote Similarity	0.6468	NPC19872
Remote Similarity	0.6442	NPC110151
Remote Similarity	0.6441	NPC53534
Remote Similarity	0.6431	NPC260434
Remote Similarity	0.6423	NPC282247
Remote Similarity	0.642	NPC82548
Remote Similarity	0.6397	NPC472289
Remote Similarity	0.6388	NPC303658
Remote Similarity	0.6381	NPC323244
Remote Similarity	0.638	NPC472031
Remote Similarity	0.638	NPC472067
Remote Similarity	0.638	NPC472066
Remote Similarity	0.6375	NPC194967
Remote Similarity	0.6374	NPC184680
Remote Similarity	0.6364	NPC152620
Remote Similarity	0.636	NPC469592
Remote Similarity	0.636	NPC471080
Remote Similarity	0.6357	NPC287208
Remote Similarity	0.635	NPC470785
Remote Similarity	0.635	NPC476041
Remote Similarity	0.635	NPC470784
Remote Similarity	0.635	NPC304926
Remote Similarity	0.6347	NPC328924
Remote Similarity	0.634	NPC323969
Remote Similarity	0.6339	NPC315957
Remote Similarity	0.6333	NPC69843
Remote Similarity	0.633	NPC477633
Remote Similarity	0.6328	NPC245816
Remote Similarity	0.6328	NPC476138
Remote Similarity	0.6322	NPC26679
Remote Similarity	0.632	NPC107160
Remote Similarity	0.632	NPC157931
Remote Similarity	0.6314	NPC240384
Remote Similarity	0.631	NPC13880
Remote Similarity	0.6299	NPC187558
Remote Similarity	0.6295	NPC84853
Remote Similarity	0.6288	NPC12100
Remote Similarity	0.6277	NPC295228
Remote Similarity	0.6269	NPC185782
Remote Similarity	0.6268	NPC477861
Remote Similarity	0.6264	NPC469594
Remote Similarity	0.625	NPC152768
Remote Similarity	0.625	NPC148183
Remote Similarity	0.624	NPC475070
Remote Similarity	0.624	NPC471593
Remote Similarity	0.6236	NPC476287
Remote Similarity	0.6236	NPC194740
Remote Similarity	0.6231	NPC116555
Remote Similarity	0.6231	NPC475910
Remote Similarity	0.6226	NPC267811
Remote Similarity	0.6224	NPC478006
Remote Similarity	0.6221	NPC208284
Remote Similarity	0.6215	NPC92111
Remote Similarity	0.6211	NPC329747
Remote Similarity	0.6206	NPC51854
Remote Similarity	0.6203	NPC467439
Remote Similarity	0.6202	NPC41982
Remote Similarity	0.6192	NPC472068
Remote Similarity	0.619	NPC315062
Remote Similarity	0.619	NPC267853
Remote Similarity	0.6186	NPC478010
Remote Similarity	0.6186	NPC478009
Remote Similarity	0.6183	NPC113369
Remote Similarity	0.6182	NPC316411
Remote Similarity	0.618	NPC17565
Remote Similarity	0.6179	NPC228206
Remote Similarity	0.6175	NPC303374
Remote Similarity	0.6175	NPC76748
Remote Similarity	0.617	NPC9729
Remote Similarity	0.6168	NPC244897
Remote Similarity	0.6166	NPC307963
Remote Similarity	0.6163	NPC295898
Remote Similarity	0.6162	NPC153467
Remote Similarity	0.616	NPC54981
Remote Similarity	0.6157	NPC267928
Remote Similarity	0.6151	NPC315467
Remote Similarity	0.6142	NPC280638
Remote Similarity	0.614	NPC257851
Remote Similarity	0.614	NPC192712
Remote Similarity	0.614	NPC314882
Remote Similarity	0.6139	NPC53144
Remote Similarity	0.6139	NPC200836
Remote Similarity	0.6139	NPC223427
Remote Similarity	0.6135	NPC296527
Remote Similarity	0.6131	NPC21461
Remote Similarity	0.6129	NPC99891
Remote Similarity	0.6128	NPC470799
Remote Similarity	0.6128	NPC8022
Remote Similarity	0.6126	NPC324149
Remote Similarity	0.6122	NPC5145
Remote Similarity	0.6119	NPC168209
Remote Similarity	0.6118	NPC242209
Remote Similarity	0.6117	NPC156003
Remote Similarity	0.6115	NPC477634
Remote Similarity	0.6109	NPC287437
Remote Similarity	0.6109	NPC196718
Remote Similarity	0.6099	NPC178858
Remote Similarity	0.6095	NPC326363
Remote Similarity	0.6095	NPC470730
Remote Similarity	0.6095	NPC477175
Remote Similarity	0.6089	NPC65277
Remote Similarity	0.6085	NPC329793
Remote Similarity	0.6084	NPC469589
Remote Similarity	0.6081	NPC6215
Remote Similarity	0.6079	NPC184225
Remote Similarity	0.6076	NPC258048
Remote Similarity	0.6073	NPC475969
Remote Similarity	0.6073	NPC475859
Remote Similarity	0.6066	NPC21638
Remote Similarity	0.6066	NPC35761
Remote Similarity	0.6065	NPC325976
Remote Similarity	0.6064	NPC81939
Remote Similarity	0.6062	NPC314056
Remote Similarity	0.6061	NPC11464
Remote Similarity	0.6055	NPC251090
Remote Similarity	0.6052	NPC243633
Remote Similarity	0.6052	NPC220851
Remote Similarity	0.6052	NPC175150
Remote Similarity	0.6051	NPC102593
Remote Similarity	0.6051	NPC165743
Remote Similarity	0.6051	NPC207686
Remote Similarity	0.6048	NPC16659
Remote Similarity	0.6046	NPC71238
Remote Similarity	0.6044	NPC319232
Remote Similarity	0.6044	NPC24370
Remote Similarity	0.6044	NPC227908
Remote Similarity	0.6043	NPC477549
Remote Similarity	0.6042	NPC475666
Remote Similarity	0.604	NPC84478
Remote Similarity	0.6039	NPC198673
Remote Similarity	0.6031	NPC470164
Remote Similarity	0.6031	NPC323345
Remote Similarity	0.6027	NPC478011
Remote Similarity	0.6027	NPC478012
Remote Similarity	0.6025	NPC476518
Remote Similarity	0.6022	NPC473041
Remote Similarity	0.6022	NPC264285
Remote Similarity	0.6021	NPC471891
Remote Similarity	0.6016	NPC317054
Remote Similarity	0.6015	NPC94157
Remote Similarity	0.6015	NPC316981
Remote Similarity	0.6015	NPC475774
Remote Similarity	0.6008	NPC168911
Remote Similarity	0.6008	NPC265710
Remote Similarity	0.6007	NPC78609
Remote Similarity	0.6007	NPC314176
Remote Similarity	0.6007	NPC62995
Remote Similarity	0.6	NPC14651

Drug Structure

NPD4935 OpenBabel08211706322D 33 37 0 0 0 0 0 0 0 0999 V2000 7.7942 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7226 -2.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3917 -2.1535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2556 -2.6887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1599 -0.5683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0553 0.4262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 5.1962 3.0000 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 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 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 -1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5772 -0.2319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 5.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.2463 -0.9750 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0772 0.6341 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5646 -1.7377 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6705 1.5477 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 32 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 16 1 0 0 0 0 4 5 2 0 0 0 0 4 15 1 0 0 0 0 5 17 1 0 0 0 0 6 26 2 0 0 0 0 7 8 2 0 0 0 0 7 24 1 0 0 0 0 8 25 1 0 0 0 0 9 11 1 0 0 0 0 9 28 1 0 0 0 0 10 12 1 0 0 0 0 10 28 1 0 0 0 0 11 29 1 0 0 0 0 12 29 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 14 30 1 0 0 0 0 15 28 1 0 0 0 0 16 20 1 0 0 0 0 16 22 2 0 0 0 0 17 18 2 0 0 0 0 17 23 1 0 0 0 0 18 32 1 0 0 0 0 19 29 1 0 0 0 0 19 31 2 0 0 0 0 20 21 1 0 0 0 0 20 27 2 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 22 30 1 0 0 0 0 25 33 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013367
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	451.15
ALogP	-0.4917
MLogP	2.78
XLogP	1.523
HDA	8
HBD	1
Rotatable Bonds	8
TPSA	92.17
RO5 Violation	0