NPASS drugs

Drug Information

Drug ID:	NPD6837
Drug Name:
Molecular Formula:	C27H33N5O2
Canonical SMILES:	CC(=CCn1c(nc2c1c(=O)n(CC(=O)c1ccccc1)c(=C)n2C)C1CC[C@@H]2[C@H]1CCN2)C
Standard InCHI:	InChI=1S/C27H33N5O2/c1-17(2)13-15-31-24-26(29-25(31)21-10-11-22-20(21)12-14-28-22)30(4)18(3)32(27(24)34)16-23(33)19-8-6-5-7-9-19/h5-9,13,20-22,28H,3,10-12,14-16H2,1-2,4H3/t20-,21?,22+/m0/s1
Standard InCHIKey:	PBLJWGCWKPKYPH-JAFNVKOHSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6837

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	437
0.1-0.2	3228
0.2-0.3	13637
0.3-0.4	9630
0.4-0.5	2199
0.5-0.6	1488
0.6-0.7	259
0.7-0.8	12
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	0.7573	NPC116555
Intermediate Similarity	0.7453	NPC267811
Intermediate Similarity	0.7186	NPC476341
Intermediate Similarity	0.7129	NPC317701
Intermediate Similarity	0.7129	NPC324091
Intermediate Similarity	0.7075	NPC71238
Intermediate Similarity	0.7065	NPC141612
Intermediate Similarity	0.7065	NPC17273
Intermediate Similarity	0.7065	NPC135601
Intermediate Similarity	0.7022	NPC935
Intermediate Similarity	0.7022	NPC267078
Intermediate Similarity	0.7015	NPC133003
Remote Similarity	0.6991	NPC474357
Remote Similarity	0.6978	NPC470323
Remote Similarity	0.6977	NPC54981
Remote Similarity	0.6972	NPC238945
Remote Similarity	0.6965	NPC21429
Remote Similarity	0.6906	NPC76544
Remote Similarity	0.6906	NPC226184
Remote Similarity	0.6834	NPC151635
Remote Similarity	0.6816	NPC16659
Remote Similarity	0.6813	NPC167285
Remote Similarity	0.6794	NPC102592
Remote Similarity	0.6794	NPC79356
Remote Similarity	0.6779	NPC326422
Remote Similarity	0.6773	NPC177996
Remote Similarity	0.6773	NPC147983
Remote Similarity	0.6766	NPC265710
Remote Similarity	0.6749	NPC470205
Remote Similarity	0.6716	NPC477003
Remote Similarity	0.6713	NPC472538
Remote Similarity	0.6713	NPC243850
Remote Similarity	0.67	NPC191415
Remote Similarity	0.6698	NPC106118
Remote Similarity	0.6683	NPC476460
Remote Similarity	0.6667	NPC225400
Remote Similarity	0.665	NPC161861
Remote Similarity	0.665	NPC476527
Remote Similarity	0.6638	NPC69843
Remote Similarity	0.6636	NPC470786
Remote Similarity	0.6636	NPC471155
Remote Similarity	0.6634	NPC473380
Remote Similarity	0.6634	NPC240088
Remote Similarity	0.6633	NPC471943
Remote Similarity	0.6606	NPC270241
Remote Similarity	0.6587	NPC473666
Remote Similarity	0.658	NPC295021
Remote Similarity	0.6569	NPC40530
Remote Similarity	0.6569	NPC314281
Remote Similarity	0.6561	NPC6865
Remote Similarity	0.6561	NPC473218
Remote Similarity	0.6561	NPC471193
Remote Similarity	0.6561	NPC470702
Remote Similarity	0.6561	NPC153980
Remote Similarity	0.6561	NPC471194
Remote Similarity	0.6552	NPC284775
Remote Similarity	0.655	NPC323244
Remote Similarity	0.6535	NPC469529
Remote Similarity	0.6535	NPC317054
Remote Similarity	0.6532	NPC470703
Remote Similarity	0.6528	NPC469975
Remote Similarity	0.6518	NPC471197
Remote Similarity	0.6517	NPC28096
Remote Similarity	0.6517	NPC226835
Remote Similarity	0.6517	NPC227489
Remote Similarity	0.6517	NPC476421
Remote Similarity	0.6516	NPC72956
Remote Similarity	0.6516	NPC63109
Remote Similarity	0.6509	NPC328924
Remote Similarity	0.6502	NPC136441
Remote Similarity	0.6491	NPC476817
Remote Similarity	0.6489	NPC471198
Remote Similarity	0.6488	NPC73994
Remote Similarity	0.6488	NPC88110
Remote Similarity	0.6485	NPC252572
Remote Similarity	0.6471	NPC83774
Remote Similarity	0.6462	NPC19342
Remote Similarity	0.6457	NPC282247
Remote Similarity	0.6449	NPC174281
Remote Similarity	0.6449	NPC471199
Remote Similarity	0.6449	NPC472542
Remote Similarity	0.6449	NPC472541
Remote Similarity	0.6449	NPC475286
Remote Similarity	0.6447	NPC276085
Remote Similarity	0.6443	NPC472260
Remote Similarity	0.6443	NPC117032
Remote Similarity	0.6438	NPC471191
Remote Similarity	0.6432	NPC272174
Remote Similarity	0.6425	NPC102755
Remote Similarity	0.6423	NPC74619
Remote Similarity	0.6416	NPC248601
Remote Similarity	0.6414	NPC100104
Remote Similarity	0.6414	NPC470680
Remote Similarity	0.641	NPC472833
Remote Similarity	0.6408	NPC61011
Remote Similarity	0.6408	NPC477042
Remote Similarity	0.6404	NPC474896
Remote Similarity	0.6402	NPC470787
Remote Similarity	0.6402	NPC472540
Remote Similarity	0.6402	NPC472539
Remote Similarity	0.64	NPC322064
Remote Similarity	0.64	NPC471192
Remote Similarity	0.6396	NPC472832
Remote Similarity	0.6396	NPC222029
Remote Similarity	0.6396	NPC18308
Remote Similarity	0.6394	NPC285923
Remote Similarity	0.6393	NPC473376
Remote Similarity	0.6389	NPC237414
Remote Similarity	0.6389	NPC19696
Remote Similarity	0.6389	NPC136957
Remote Similarity	0.6385	NPC304203
Remote Similarity	0.638	NPC285192
Remote Similarity	0.6376	NPC31097
Remote Similarity	0.6364	NPC80681
Remote Similarity	0.6364	NPC474492
Remote Similarity	0.6359	NPC217021
Remote Similarity	0.6359	NPC470679
Remote Similarity	0.6349	NPC477420
Remote Similarity	0.6349	NPC477418
Remote Similarity	0.6347	NPC295548
Remote Similarity	0.6346	NPC117027
Remote Similarity	0.6343	NPC474389
Remote Similarity	0.6327	NPC251391
Remote Similarity	0.6326	NPC48117
Remote Similarity	0.6326	NPC476526
Remote Similarity	0.6326	NPC329765
Remote Similarity	0.6318	NPC233380
Remote Similarity	0.6316	NPC46895
Remote Similarity	0.6313	NPC477004
Remote Similarity	0.6308	NPC473878
Remote Similarity	0.6303	NPC310633
Remote Similarity	0.6301	NPC143977
Remote Similarity	0.6296	NPC207554
Remote Similarity	0.6294	NPC476297
Remote Similarity	0.6294	NPC476219
Remote Similarity	0.6291	NPC210123
Remote Similarity	0.6288	NPC323969
Remote Similarity	0.6284	NPC121327
Remote Similarity	0.6275	NPC355
Remote Similarity	0.6269	NPC265100
Remote Similarity	0.6269	NPC271797
Remote Similarity	0.6269	NPC21174
Remote Similarity	0.6268	NPC270834
Remote Similarity	0.6256	NPC111566
Remote Similarity	0.6256	NPC470732
Remote Similarity	0.6256	NPC112489
Remote Similarity	0.6256	NPC63571
Remote Similarity	0.6256	NPC123906
Remote Similarity	0.6256	NPC470731
Remote Similarity	0.625	NPC472116
Remote Similarity	0.625	NPC19170
Remote Similarity	0.625	NPC91179
Remote Similarity	0.6239	NPC54744
Remote Similarity	0.6239	NPC81535
Remote Similarity	0.6238	NPC115232
Remote Similarity	0.6234	NPC312942
Remote Similarity	0.6234	NPC327095
Remote Similarity	0.6233	NPC472210
Remote Similarity	0.6233	NPC269886
Remote Similarity	0.6233	NPC474180
Remote Similarity	0.6233	NPC188821
Remote Similarity	0.6233	NPC247735
Remote Similarity	0.6233	NPC81802
Remote Similarity	0.6233	NPC472295
Remote Similarity	0.6221	NPC167710
Remote Similarity	0.6209	NPC99939
Remote Similarity	0.6209	NPC308931
Remote Similarity	0.6207	NPC114637
Remote Similarity	0.6207	NPC40455
Remote Similarity	0.6205	NPC114209
Remote Similarity	0.6205	NPC100726
Remote Similarity	0.6188	NPC476418
Remote Similarity	0.6187	NPC77101
Remote Similarity	0.6186	NPC272458
Remote Similarity	0.6186	NPC467188
Remote Similarity	0.6179	NPC46022
Remote Similarity	0.6179	NPC94752
Remote Similarity	0.6175	NPC472293
Remote Similarity	0.6173	NPC282531
Remote Similarity	0.617	NPC297862
Remote Similarity	0.6165	NPC242269
Remote Similarity	0.6162	NPC281094
Remote Similarity	0.6161	NPC476525
Remote Similarity	0.6161	NPC469814
Remote Similarity	0.6161	NPC228835
Remote Similarity	0.6157	NPC15384
Remote Similarity	0.6157	NPC295452
Remote Similarity	0.6157	NPC171393
Remote Similarity	0.6157	NPC244425
Remote Similarity	0.615	NPC17059
Remote Similarity	0.615	NPC320968
Remote Similarity	0.614	NPC477979
Remote Similarity	0.6139	NPC214106
Remote Similarity	0.6132	NPC477118
Remote Similarity	0.6124	NPC11126
Remote Similarity	0.6122	NPC105811
Remote Similarity	0.6121	NPC213629
Remote Similarity	0.6119	NPC154478
Remote Similarity	0.6119	NPC171317
Remote Similarity	0.6117	NPC469976

Drug Structure

NPD6837 OpenBabel08211710072D 35 39 0 0 1 0 0 0 0 0999 V2000 1.1148 -0.4990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4019 -1.6580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2755 2.5154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7136 2.3064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0944 4.2380 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6877 3.3244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0889 4.3425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2755 2.5154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6767 3.5335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2437 -1.0040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8314 -1.8130 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7048 -3.1220 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7546 -2.1932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2926 -3.9310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2235 -1.9853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4510 0.8974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4238 -1.4500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8687 1.6019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2700 2.6200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2926 -2.3130 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2926 -1.3130 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.2437 -2.6220 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.8578 1.8109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0553 -0.2252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4836 -0.7252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5325 0.5838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0498 -0.1207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2437 -3.6220 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4836 0.2748 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1258 1.4974 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5325 -1.0342 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4565 0.7929 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8523 1.9155 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6376 -0.9297 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0527 -4.2098 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 18 2 0 0 0 0 4 30 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 11 1 0 0 0 0 10 21 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 13 17 2 0 0 0 0 14 28 1 0 0 0 0 15 31 1 0 0 0 0 16 23 1 0 0 0 0 16 32 1 0 0 0 0 18 30 1 0 0 0 0 18 32 1 0 0 0 0 19 23 1 0 0 0 0 20 12 1 6 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 25 1 0 0 0 0 22 11 1 6 0 0 0 22 28 1 0 0 0 0 23 33 2 0 0 0 0 24 26 2 0 0 0 0 24 27 1 0 0 0 0 24 31 1 0 0 0 0 25 29 2 0 0 0 0 25 31 1 0 0 0 0 26 29 1 0 0 0 0 26 30 1 0 0 0 0 27 32 1 0 0 0 0 27 34 2 0 0 0 0 28 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001121
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56603733
ChEBI
CAS Number

Drug Properties

Molecular Weight	459.26
ALogP	-0.0789
MLogP	3.66
XLogP	5.469
HDA	7
HBD	1
Rotatable Bonds	9
TPSA	70.47
RO5 Violation	1