NPASS drugs

Drug Information

Drug ID:	NPD6983
Drug Name:
Molecular Formula:	C28H27Cl2N5O3
Canonical SMILES:	COc1cc2c(cc1c1coc(c1)CN1CCN(CC1)C)[nH]cc(c2=Nc1cc(OC)c(cc1Cl)Cl)C#N
Standard InCHI:	InChI=1S/C28H27Cl2N5O3/c1-34-4-6-35(7-5-34)15-19-8-17(16-38-19)20-9-24-21(10-26(20)36-2)28(18(13-31)14-32-24)33-25-12-27(37-3)23(30)11-22(25)29/h8-12,14,16H,4-7,15H2,1-3H3,(H,32,33)
Standard InCHIKey:	ANUHLKPVOXDYSK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6983

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	474
0.1-0.2	2936
0.2-0.3	9663
0.3-0.4	5068
0.4-0.5	10531
0.5-0.6	1978
0.6-0.7	240
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	0.6931	NPC323858
Remote Similarity	0.6884	NPC329480
Remote Similarity	0.6837	NPC9482
Remote Similarity	0.6633	NPC116701
Remote Similarity	0.6589	NPC472099
Remote Similarity	0.6493	NPC6786
Remote Similarity	0.6489	NPC21638
Remote Similarity	0.6454	NPC100734
Remote Similarity	0.6454	NPC315634
Remote Similarity	0.6454	NPC88923
Remote Similarity	0.6445	NPC264176
Remote Similarity	0.6439	NPC478083
Remote Similarity	0.6437	NPC198503
Remote Similarity	0.6437	NPC280799
Remote Similarity	0.6429	NPC185197
Remote Similarity	0.6426	NPC231924
Remote Similarity	0.6394	NPC154922
Remote Similarity	0.6389	NPC41216
Remote Similarity	0.6385	NPC46561
Remote Similarity	0.6384	NPC41501
Remote Similarity	0.638	NPC53534
Remote Similarity	0.6378	NPC222561
Remote Similarity	0.6378	NPC478075
Remote Similarity	0.6377	NPC157931
Remote Similarity	0.6377	NPC478078
Remote Similarity	0.6374	NPC142385
Remote Similarity	0.6371	NPC148183
Remote Similarity	0.6371	NPC152768
Remote Similarity	0.636	NPC152620
Remote Similarity	0.6357	NPC39370
Remote Similarity	0.6354	NPC67401
Remote Similarity	0.6354	NPC137353
Remote Similarity	0.6353	NPC194740
Remote Similarity	0.6345	NPC172355
Remote Similarity	0.6341	NPC270515
Remote Similarity	0.6336	NPC476069
Remote Similarity	0.6327	NPC120239
Remote Similarity	0.6324	NPC49583
Remote Similarity	0.632	NPC329631
Remote Similarity	0.6318	NPC203373
Remote Similarity	0.6314	NPC308943
Remote Similarity	0.6312	NPC191489
Remote Similarity	0.6312	NPC329830
Remote Similarity	0.6306	NPC474688
Remote Similarity	0.6303	NPC132385
Remote Similarity	0.63	NPC148889
Remote Similarity	0.6298	NPC208084
Remote Similarity	0.6298	NPC298436
Remote Similarity	0.6296	NPC160113
Remote Similarity	0.6296	NPC476220
Remote Similarity	0.6295	NPC241263
Remote Similarity	0.6292	NPC66777
Remote Similarity	0.6292	NPC471762
Remote Similarity	0.6287	NPC151171
Remote Similarity	0.6284	NPC195636
Remote Similarity	0.6283	NPC473186
Remote Similarity	0.6283	NPC49547
Remote Similarity	0.6278	NPC470018
Remote Similarity	0.6277	NPC113455
Remote Similarity	0.6277	NPC284685
Remote Similarity	0.6277	NPC72905
Remote Similarity	0.6275	NPC477161
Remote Similarity	0.6275	NPC45190
Remote Similarity	0.6275	NPC1820
Remote Similarity	0.6269	NPC55470
Remote Similarity	0.6269	NPC16066
Remote Similarity	0.6269	NPC24019
Remote Similarity	0.6268	NPC230683
Remote Similarity	0.6259	NPC227824
Remote Similarity	0.6255	NPC140296
Remote Similarity	0.6255	NPC234933
Remote Similarity	0.6254	NPC89549
Remote Similarity	0.625	NPC472061
Remote Similarity	0.625	NPC198160
Remote Similarity	0.625	NPC244543
Remote Similarity	0.6245	NPC217176
Remote Similarity	0.6241	NPC258048
Remote Similarity	0.624	NPC25961
Remote Similarity	0.6237	NPC133609
Remote Similarity	0.6231	NPC268223
Remote Similarity	0.6231	NPC30749
Remote Similarity	0.6228	NPC303374
Remote Similarity	0.6227	NPC101350
Remote Similarity	0.6218	NPC469722
Remote Similarity	0.6216	NPC146418
Remote Similarity	0.6212	NPC225279
Remote Similarity	0.6212	NPC45048
Remote Similarity	0.6207	NPC189661
Remote Similarity	0.6207	NPC298449
Remote Similarity	0.6206	NPC318068
Remote Similarity	0.6204	NPC476258
Remote Similarity	0.6204	NPC304837
Remote Similarity	0.6203	NPC322482
Remote Similarity	0.6198	NPC87560
Remote Similarity	0.6198	NPC195120
Remote Similarity	0.6196	NPC188400
Remote Similarity	0.6194	NPC257851
Remote Similarity	0.6192	NPC472098
Remote Similarity	0.6192	NPC308137
Remote Similarity	0.6192	NPC310211
Remote Similarity	0.619	NPC182907
Remote Similarity	0.619	NPC235685
Remote Similarity	0.619	NPC189903
Remote Similarity	0.619	NPC100863
Remote Similarity	0.6187	NPC249583
Remote Similarity	0.6187	NPC1608
Remote Similarity	0.618	NPC115588
Remote Similarity	0.618	NPC97746
Remote Similarity	0.6179	NPC473800
Remote Similarity	0.6177	NPC279589
Remote Similarity	0.6173	NPC70092
Remote Similarity	0.6167	NPC313627
Remote Similarity	0.6162	NPC475720
Remote Similarity	0.6162	NPC474192
Remote Similarity	0.6162	NPC129897
Remote Similarity	0.616	NPC305984
Remote Similarity	0.6159	NPC478081
Remote Similarity	0.6159	NPC473540
Remote Similarity	0.6157	NPC189079
Remote Similarity	0.6154	NPC187501
Remote Similarity	0.6154	NPC108342
Remote Similarity	0.6151	NPC157983
Remote Similarity	0.6151	NPC150239
Remote Similarity	0.6151	NPC118154
Remote Similarity	0.6151	NPC274268
Remote Similarity	0.6146	NPC470042
Remote Similarity	0.6143	NPC165964
Remote Similarity	0.6142	NPC122436
Remote Similarity	0.6136	NPC131885
Remote Similarity	0.6136	NPC303658
Remote Similarity	0.6135	NPC329982
Remote Similarity	0.6134	NPC74575
Remote Similarity	0.6133	NPC473460
Remote Similarity	0.6131	NPC240384
Remote Similarity	0.6131	NPC169716
Remote Similarity	0.613	NPC116178
Remote Similarity	0.613	NPC305542
Remote Similarity	0.6126	NPC112937
Remote Similarity	0.6125	NPC260434
Remote Similarity	0.6123	NPC119134
Remote Similarity	0.6123	NPC477066
Remote Similarity	0.6123	NPC475844
Remote Similarity	0.6122	NPC234772
Remote Similarity	0.6119	NPC122886
Remote Similarity	0.6119	NPC179287
Remote Similarity	0.6119	NPC19175
Remote Similarity	0.6117	NPC90875
Remote Similarity	0.6117	NPC34770
Remote Similarity	0.6115	NPC208522
Remote Similarity	0.6115	NPC471304
Remote Similarity	0.6115	NPC124313
Remote Similarity	0.6115	NPC269367
Remote Similarity	0.6109	NPC268077
Remote Similarity	0.6107	NPC217903
Remote Similarity	0.6107	NPC321166
Remote Similarity	0.6105	NPC251071
Remote Similarity	0.6105	NPC210434
Remote Similarity	0.6105	NPC144452
Remote Similarity	0.6102	NPC5374
Remote Similarity	0.6101	NPC478082
Remote Similarity	0.6101	NPC477067
Remote Similarity	0.6101	NPC166712
Remote Similarity	0.61	NPC41382
Remote Similarity	0.6098	NPC209981
Remote Similarity	0.6097	NPC476436
Remote Similarity	0.6094	NPC288759
Remote Similarity	0.6094	NPC15987
Remote Similarity	0.6092	NPC120513
Remote Similarity	0.6092	NPC218303
Remote Similarity	0.609	NPC323969
Remote Similarity	0.6087	NPC168922
Remote Similarity	0.6087	NPC475816
Remote Similarity	0.6085	NPC300156
Remote Similarity	0.6085	NPC26543
Remote Similarity	0.6084	NPC176113
Remote Similarity	0.6081	NPC22481
Remote Similarity	0.6077	NPC475133
Remote Similarity	0.6075	NPC96321
Remote Similarity	0.6075	NPC247803
Remote Similarity	0.6075	NPC77777
Remote Similarity	0.6073	NPC184680
Remote Similarity	0.6071	NPC17437
Remote Similarity	0.607	NPC207971
Remote Similarity	0.6067	NPC118189
Remote Similarity	0.6063	NPC71124
Remote Similarity	0.6063	NPC282346
Remote Similarity	0.6054	NPC470020
Remote Similarity	0.6051	NPC166722
Remote Similarity	0.6051	NPC470785
Remote Similarity	0.6051	NPC131486
Remote Similarity	0.6047	NPC301292
Remote Similarity	0.6047	NPC313112
Remote Similarity	0.6047	NPC87714
Remote Similarity	0.6046	NPC39500
Remote Similarity	0.6045	NPC148124
Remote Similarity	0.6044	NPC139373
Remote Similarity	0.6044	NPC233334
Remote Similarity	0.6043	NPC84164
Remote Similarity	0.6043	NPC207283
Remote Similarity	0.604	NPC45389

Drug Structure

NPD6983 OpenBabel08211711352D 39 43 0 0 0 0 0 0 0 0999 V2000 -7.1996 -5.5341 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 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6172 -6.2386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7983 -4.5160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6227 -6.1341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8038 -4.4115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -3.9945 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 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 2.5981 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 -3.2215 -5.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -2.5933 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -4.2024 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 -1.5000 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 -0.0000 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 3.4641 -1.0000 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 4.3301 0.5000 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 4.3301 -2.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.2050 -5.4296 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2160 -5.2205 0.0000 N 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 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -3.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 34 1 0 0 0 0 2 36 1 0 0 0 0 3 37 1 0 0 0 0 4 6 1 0 0 0 0 4 34 1 0 0 0 0 5 7 1 0 0 0 0 5 34 1 0 0 0 0 6 35 1 0 0 0 0 7 35 1 0 0 0 0 8 17 1 0 0 0 0 8 19 2 0 0 0 0 9 20 1 0 0 0 0 9 24 2 0 0 0 0 10 21 2 0 0 0 0 10 26 1 0 0 0 0 11 22 2 0 0 0 0 11 23 1 0 0 0 0 12 25 2 0 0 0 0 12 27 1 0 0 0 0 13 18 1 0 0 0 0 13 31 3 0 0 0 0 14 18 2 0 0 0 0 14 32 1 0 0 0 0 15 19 1 0 0 0 0 15 35 1 0 0 0 0 16 17 2 0 0 0 0 16 38 1 0 0 0 0 17 20 1 0 0 0 0 18 28 1 0 0 0 0 19 38 1 0 0 0 0 20 26 2 0 0 0 0 21 24 1 0 0 0 0 21 28 1 0 0 0 0 22 25 1 0 0 0 0 22 29 1 0 0 0 0 23 27 2 0 0 0 0 23 30 1 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 26 36 1 0 0 0 0 27 37 1 0 0 0 0 28 33 2 3 0 0 0 32 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC007028
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11341869
ChEBI
CAS Number

Drug Properties

Molecular Weight	551.15
ALogP	0.6775
MLogP	3.44
XLogP	3.248
HDA	5
HBD	1
Rotatable Bonds	11
TPSA	86.26
RO5 Violation	0