NPASS drugs

Drug Information

Drug ID:	NPD6289
Drug Name:
Molecular Formula:	C25H30ClN5O3
Canonical SMILES:	OC(COc1cc(Cl)ccc1C#N)CNC(CNc1ccc(cc1)C1=NN=C(CC1C)O)(C)C
Standard InCHI:	InChI=1S/C25H30ClN5O3/c1-16-10-23(33)30-31-24(16)17-5-8-20(9-6-17)28-15-25(2,3)29-13-21(32)14-34-22-11-19(26)7-4-18(22)12-27/h4-9,11,16,21,28-29,32H,10,13-15H2,1-3H3,(H,30,33)
Standard InCHIKey:	SHAJOALCPZUGLR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6289

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	279
0.1-0.2	1592
0.2-0.3	9687
0.3-0.4	3607
0.4-0.5	11687
0.5-0.6	3853
0.6-0.7	185
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	0.6619	NPC475411
Remote Similarity	0.6612	NPC97870
Remote Similarity	0.6612	NPC307123
Remote Similarity	0.6612	NPC247018
Remote Similarity	0.6606	NPC476106
Remote Similarity	0.6547	NPC471080
Remote Similarity	0.6547	NPC469592
Remote Similarity	0.6544	NPC311357
Remote Similarity	0.6531	NPC315257
Remote Similarity	0.6524	NPC318591
Remote Similarity	0.6524	NPC231163
Remote Similarity	0.6498	NPC214368
Remote Similarity	0.6476	NPC232872
Remote Similarity	0.6468	NPC291535
Remote Similarity	0.6468	NPC475112
Remote Similarity	0.6468	NPC238430
Remote Similarity	0.6468	NPC475085
Remote Similarity	0.6464	NPC141739
Remote Similarity	0.6464	NPC136112
Remote Similarity	0.6447	NPC10730
Remote Similarity	0.6447	NPC10875
Remote Similarity	0.6439	NPC168153
Remote Similarity	0.6435	NPC72211
Remote Similarity	0.6432	NPC469594
Remote Similarity	0.6368	NPC212850
Remote Similarity	0.6368	NPC83289
Remote Similarity	0.6368	NPC189724
Remote Similarity	0.6368	NPC292143
Remote Similarity	0.6368	NPC469589
Remote Similarity	0.6368	NPC139506
Remote Similarity	0.6343	NPC70259
Remote Similarity	0.634	NPC245974
Remote Similarity	0.6338	NPC474059
Remote Similarity	0.6323	NPC475910
Remote Similarity	0.6321	NPC247298
Remote Similarity	0.6318	NPC52801
Remote Similarity	0.6313	NPC70956
Remote Similarity	0.6313	NPC314948
Remote Similarity	0.6313	NPC243834
Remote Similarity	0.6306	NPC472111
Remote Similarity	0.6304	NPC274268
Remote Similarity	0.6296	NPC43787
Remote Similarity	0.6296	NPC205934
Remote Similarity	0.629	NPC162484
Remote Similarity	0.629	NPC473460
Remote Similarity	0.6287	NPC323198
Remote Similarity	0.6284	NPC320242
Remote Similarity	0.628	NPC473432
Remote Similarity	0.6273	NPC472330
Remote Similarity	0.6273	NPC472329
Remote Similarity	0.6273	NPC111492
Remote Similarity	0.6272	NPC170114
Remote Similarity	0.6272	NPC288349
Remote Similarity	0.6267	NPC11464
Remote Similarity	0.6261	NPC473422
Remote Similarity	0.625	NPC279401
Remote Similarity	0.625	NPC283152
Remote Similarity	0.625	NPC79293
Remote Similarity	0.6239	NPC478049
Remote Similarity	0.6238	NPC177404
Remote Similarity	0.6228	NPC470549
Remote Similarity	0.6226	NPC313886
Remote Similarity	0.6225	NPC19555
Remote Similarity	0.6223	NPC184437
Remote Similarity	0.6214	NPC310894
Remote Similarity	0.6211	NPC48353
Remote Similarity	0.62	NPC477564
Remote Similarity	0.62	NPC2295
Remote Similarity	0.6197	NPC33902
Remote Similarity	0.6197	NPC276674
Remote Similarity	0.6193	NPC13880
Remote Similarity	0.6188	NPC47059
Remote Similarity	0.6188	NPC274291
Remote Similarity	0.6188	NPC118832
Remote Similarity	0.6188	NPC264166
Remote Similarity	0.6188	NPC165349
Remote Similarity	0.6188	NPC329708
Remote Similarity	0.6186	NPC471593
Remote Similarity	0.6184	NPC478074
Remote Similarity	0.6182	NPC128823
Remote Similarity	0.6179	NPC84478
Remote Similarity	0.6169	NPC26850
Remote Similarity	0.6166	NPC204546
Remote Similarity	0.6164	NPC128115
Remote Similarity	0.6164	NPC132642
Remote Similarity	0.6161	NPC192270
Remote Similarity	0.6154	NPC312872
Remote Similarity	0.6154	NPC473874
Remote Similarity	0.6154	NPC329747
Remote Similarity	0.615	NPC477160
Remote Similarity	0.615	NPC209769
Remote Similarity	0.6147	NPC303658
Remote Similarity	0.6147	NPC197141
Remote Similarity	0.6144	NPC110151
Remote Similarity	0.614	NPC295287
Remote Similarity	0.6139	NPC291359
Remote Similarity	0.6137	NPC477532
Remote Similarity	0.6134	NPC300114
Remote Similarity	0.6132	NPC176127
Remote Similarity	0.6131	NPC219383
Remote Similarity	0.6126	NPC476044
Remote Similarity	0.6126	NPC267423
Remote Similarity	0.6124	NPC288943
Remote Similarity	0.6119	NPC251090
Remote Similarity	0.6117	NPC476685
Remote Similarity	0.6117	NPC476689
Remote Similarity	0.6117	NPC476687
Remote Similarity	0.6116	NPC470930
Remote Similarity	0.6114	NPC266931
Remote Similarity	0.6111	NPC280272
Remote Similarity	0.6109	NPC18487
Remote Similarity	0.6109	NPC32200
Remote Similarity	0.6107	NPC469722
Remote Similarity	0.6106	NPC470931
Remote Similarity	0.6101	NPC307963
Remote Similarity	0.61	NPC26872
Remote Similarity	0.6098	NPC254700
Remote Similarity	0.6096	NPC326333
Remote Similarity	0.6095	NPC285941
Remote Similarity	0.6093	NPC66083
Remote Similarity	0.6087	NPC269383
Remote Similarity	0.6087	NPC66191
Remote Similarity	0.6087	NPC316297
Remote Similarity	0.6087	NPC151030
Remote Similarity	0.6087	NPC257354
Remote Similarity	0.6087	NPC314817
Remote Similarity	0.6081	NPC25897
Remote Similarity	0.6079	NPC201697
Remote Similarity	0.6078	NPC191863
Remote Similarity	0.6078	NPC289776
Remote Similarity	0.6078	NPC133470
Remote Similarity	0.6078	NPC57105
Remote Similarity	0.6078	NPC85651
Remote Similarity	0.6076	NPC473185
Remote Similarity	0.6074	NPC473183
Remote Similarity	0.6074	NPC177056
Remote Similarity	0.6071	NPC223427
Remote Similarity	0.6067	NPC475253
Remote Similarity	0.6065	NPC320088
Remote Similarity	0.6062	NPC478075
Remote Similarity	0.6062	NPC193777
Remote Similarity	0.6058	NPC473184
Remote Similarity	0.6053	NPC25961
Remote Similarity	0.6052	NPC473179
Remote Similarity	0.605	NPC184161
Remote Similarity	0.6047	NPC262725
Remote Similarity	0.6044	NPC285558
Remote Similarity	0.6044	NPC14339
Remote Similarity	0.6043	NPC326027
Remote Similarity	0.604	NPC233926
Remote Similarity	0.6038	NPC134413
Remote Similarity	0.6038	NPC263507
Remote Similarity	0.6038	NPC271958
Remote Similarity	0.6038	NPC70092
Remote Similarity	0.6038	NPC45112
Remote Similarity	0.6037	NPC283207
Remote Similarity	0.6033	NPC471315
Remote Similarity	0.6033	NPC471314
Remote Similarity	0.6029	NPC66573
Remote Similarity	0.6029	NPC231862
Remote Similarity	0.6026	NPC477533
Remote Similarity	0.6025	NPC471614
Remote Similarity	0.602	NPC76213
Remote Similarity	0.602	NPC277669
Remote Similarity	0.6018	NPC472191
Remote Similarity	0.6009	NPC329793
Remote Similarity	0.6009	NPC249040
Remote Similarity	0.6009	NPC469390
Remote Similarity	0.6008	NPC184680
Remote Similarity	0.6	NPC72291
Remote Similarity	0.6	NPC274732
Remote Similarity	0.6	NPC131017
Remote Similarity	0.6	NPC315542
Remote Similarity	0.6	NPC22014
Remote Similarity	0.6	NPC112206
Remote Similarity	0.6	NPC127996
Remote Similarity	0.6	NPC310118
Remote Similarity	0.6	NPC56271
Remote Similarity	0.6	NPC94157
Remote Similarity	0.6	NPC202605
Remote Similarity	0.6	NPC471953
Remote Similarity	0.6	NPC85381
Remote Similarity	0.6	NPC207824
Remote Similarity	0.6	NPC323204
Remote Similarity	0.6	NPC60538
Remote Similarity	0.5992	NPC166655
Remote Similarity	0.5991	NPC110741
Remote Similarity	0.5991	NPC148183
Remote Similarity	0.5991	NPC242928
Remote Similarity	0.5991	NPC152768
Remote Similarity	0.5991	NPC270009
Remote Similarity	0.599	NPC127362
Remote Similarity	0.599	NPC293871
Remote Similarity	0.599	NPC124433
Remote Similarity	0.5984	NPC131486
Remote Similarity	0.5984	NPC470784
Remote Similarity	0.5984	NPC470785
Remote Similarity	0.5983	NPC252251
Remote Similarity	0.5982	NPC79213
Remote Similarity	0.5981	NPC469831

Drug Structure

NPD6289 OpenBabel08211709092D 38 40 0 0 1 0 0 0 0 0999 V2000 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6962 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 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 -1.7321 -1.0000 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 -1.7321 -3.0000 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 -1.0000 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 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -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 3 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 -6.9282 2.0000 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 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 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 0.0000 -1.0000 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 -4.3301 3.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 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 -6.0622 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 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 -7.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 4 7 2 0 0 0 0 4 18 1 0 0 0 0 5 8 1 0 0 0 0 5 17 2 0 0 0 0 6 9 2 0 0 0 0 6 17 1 0 0 0 0 7 19 1 0 0 0 0 8 20 2 0 0 0 0 9 20 1 0 0 0 0 10 16 1 0 0 0 0 10 23 1 0 0 0 0 11 19 2 0 0 0 0 11 22 1 0 0 0 0 12 18 1 0 0 0 0 12 27 3 0 0 0 0 13 21 1 0 0 0 0 13 29 1 0 0 0 0 14 21 1 0 0 0 0 14 34 1 0 0 0 0 15 25 1 0 0 0 0 15 28 1 0 0 0 0 16 24 1 0 0 0 0 17 24 1 0 0 0 0 18 22 2 0 0 0 0 19 26 1 0 0 0 0 20 28 1 0 0 0 0 21 32 1 0 0 0 0 22 34 1 0 0 0 0 23 30 2 0 0 0 0 23 33 1 0 0 0 0 24 31 2 0 0 0 0 25 29 1 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 30 31 1 0 0 0 0 32 37 1 0 0 0 0 33 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006141
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3047798
ChEBI
CAS Number

Drug Properties

Molecular Weight	483.20
ALogP	0.0447
MLogP	3.22
XLogP	4.026
HDA	7
HBD	4
Rotatable Bonds	16
TPSA	122.26
RO5 Violation	0