NPASS drugs

Drug Information

Drug ID:	NPD8125
Drug Name:	CHIR-29498
Molecular Formula:	C38H55N5O3
Canonical SMILES:	NCCN(C(=O)CNCC1(C)CCCC2(C1CCc1c2ccc(c1)C(C)C)C)CC(=O)N(C1CCCc2c1cccc2)CC(=N)O
Standard InCHI:	InChI=1S/C38H55N5O3/c1-26(2)28-13-15-31-29(21-28)14-16-33-37(3,17-8-18-38(31,33)4)25-41-22-35(45)42(20-19-39)24-36(46)43(23-34(40)44)32-12-7-10-27-9-5-6-11-30(27)32/h5-6,9,11,13,15,21,26,32-33,41H,7-8,10,12,14,16-20,22-25,39H2,1-4H3,(H2,40,44)
Standard InCHIKey:	UCQJCJGDMWOONX-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8125

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	151
0.1-0.2	1154
0.2-0.3	6206
0.3-0.4	15832
0.4-0.5	5739
0.5-0.6	1607
0.6-0.7	189
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	0.7518	NPC71684
Intermediate Similarity	0.7413	NPC126458
Intermediate Similarity	0.7259	NPC246904
Intermediate Similarity	0.7174	NPC470546
Intermediate Similarity	0.7153	NPC470544
Intermediate Similarity	0.7107	NPC104345
Intermediate Similarity	0.7101	NPC470545
Intermediate Similarity	0.708	NPC473573
Intermediate Similarity	0.7063	NPC79698
Intermediate Similarity	0.7034	NPC111428
Intermediate Similarity	0.7034	NPC473322
Intermediate Similarity	0.7	NPC132636
Remote Similarity	0.6993	NPC222466
Remote Similarity	0.6993	NPC22746
Remote Similarity	0.697	NPC474695
Remote Similarity	0.6944	NPC101719
Remote Similarity	0.6906	NPC239357
Remote Similarity	0.6892	NPC473962
Remote Similarity	0.687	NPC239854
Remote Similarity	0.6824	NPC255447
Remote Similarity	0.6716	NPC473418
Remote Similarity	0.6713	NPC200964
Remote Similarity	0.669	NPC220698
Remote Similarity	0.6689	NPC40488
Remote Similarity	0.6689	NPC141050
Remote Similarity	0.6687	NPC222029
Remote Similarity	0.6667	NPC314192
Remote Similarity	0.6667	NPC474582
Remote Similarity	0.6667	NPC329430
Remote Similarity	0.6645	NPC161069
Remote Similarity	0.6644	NPC200589
Remote Similarity	0.6604	NPC254798
Remote Similarity	0.6601	NPC478140
Remote Similarity	0.6597	NPC476990
Remote Similarity	0.6575	NPC46427
Remote Similarity	0.6562	NPC109787
Remote Similarity	0.6554	NPC119326
Remote Similarity	0.6552	NPC202521
Remote Similarity	0.6545	NPC473003
Remote Similarity	0.6543	NPC473002
Remote Similarity	0.6534	NPC307396
Remote Similarity	0.651	NPC319766
Remote Similarity	0.6507	NPC252878
Remote Similarity	0.6506	NPC68650
Remote Similarity	0.6503	NPC469903
Remote Similarity	0.6491	NPC242269
Remote Similarity	0.6481	NPC66936
Remote Similarity	0.6481	NPC206592
Remote Similarity	0.6478	NPC138775
Remote Similarity	0.6463	NPC6975
Remote Similarity	0.6446	NPC276085
Remote Similarity	0.6444	NPC276430
Remote Similarity	0.6443	NPC477937
Remote Similarity	0.6434	NPC470926
Remote Similarity	0.6408	NPC33742
Remote Similarity	0.6407	NPC73644
Remote Similarity	0.6387	NPC127741
Remote Similarity	0.6382	NPC130309
Remote Similarity	0.6378	NPC60408
Remote Similarity	0.6347	NPC469902
Remote Similarity	0.6338	NPC35850
Remote Similarity	0.6338	NPC276949
Remote Similarity	0.6331	NPC223207
Remote Similarity	0.6327	NPC475915
Remote Similarity	0.6319	NPC315276
Remote Similarity	0.6319	NPC285926
Remote Similarity	0.6319	NPC14672
Remote Similarity	0.6316	NPC469904
Remote Similarity	0.6316	NPC300315
Remote Similarity	0.6306	NPC476259
Remote Similarity	0.6304	NPC45033
Remote Similarity	0.6294	NPC304074
Remote Similarity	0.6294	NPC471771
Remote Similarity	0.6294	NPC290755
Remote Similarity	0.6286	NPC473001
Remote Similarity	0.6284	NPC109151
Remote Similarity	0.628	NPC122590
Remote Similarity	0.628	NPC473341
Remote Similarity	0.6266	NPC168113
Remote Similarity	0.6266	NPC476989
Remote Similarity	0.6264	NPC475097
Remote Similarity	0.6257	NPC328649
Remote Similarity	0.625	NPC471527
Remote Similarity	0.625	NPC315266
Remote Similarity	0.625	NPC469243
Remote Similarity	0.625	NPC209509
Remote Similarity	0.625	NPC5620
Remote Similarity	0.6235	NPC189116
Remote Similarity	0.6233	NPC320656
Remote Similarity	0.6226	NPC77905
Remote Similarity	0.6226	NPC186284
Remote Similarity	0.6226	NPC176226
Remote Similarity	0.6226	NPC22082
Remote Similarity	0.6226	NPC468984
Remote Similarity	0.6226	NPC197682
Remote Similarity	0.6221	NPC63047
Remote Similarity	0.6221	NPC475248
Remote Similarity	0.622	NPC233702
Remote Similarity	0.6211	NPC262077
Remote Similarity	0.6203	NPC163392
Remote Similarity	0.6203	NPC239762
Remote Similarity	0.6196	NPC212799
Remote Similarity	0.6194	NPC287401
Remote Similarity	0.6188	NPC52748
Remote Similarity	0.6187	NPC473498
Remote Similarity	0.6184	NPC105114
Remote Similarity	0.6184	NPC239990
Remote Similarity	0.6184	NPC152850
Remote Similarity	0.6184	NPC89923
Remote Similarity	0.6184	NPC71933
Remote Similarity	0.6176	NPC191863
Remote Similarity	0.6176	NPC289776
Remote Similarity	0.6176	NPC133470
Remote Similarity	0.6164	NPC269398
Remote Similarity	0.6164	NPC263493
Remote Similarity	0.6159	NPC275467
Remote Similarity	0.6154	NPC474584
Remote Similarity	0.6154	NPC475544
Remote Similarity	0.6149	NPC27833
Remote Similarity	0.6142	NPC169016
Remote Similarity	0.6139	NPC89489
Remote Similarity	0.6139	NPC470884
Remote Similarity	0.6139	NPC178662
Remote Similarity	0.6139	NPC98424
Remote Similarity	0.6139	NPC92784
Remote Similarity	0.6139	NPC476133
Remote Similarity	0.6136	NPC475427
Remote Similarity	0.6133	NPC94752
Remote Similarity	0.6131	NPC324850
Remote Similarity	0.6129	NPC325479
Remote Similarity	0.6129	NPC246079
Remote Similarity	0.6127	NPC319579
Remote Similarity	0.6125	NPC139326
Remote Similarity	0.6124	NPC286994
Remote Similarity	0.6119	NPC471320
Remote Similarity	0.6119	NPC471319
Remote Similarity	0.6118	NPC136453
Remote Similarity	0.6114	NPC473743
Remote Similarity	0.6098	NPC13470
Remote Similarity	0.6098	NPC2501
Remote Similarity	0.6098	NPC129666
Remote Similarity	0.6095	NPC287757
Remote Similarity	0.6095	NPC1390
Remote Similarity	0.6095	NPC319320
Remote Similarity	0.6095	NPC469898
Remote Similarity	0.6095	NPC62104
Remote Similarity	0.609	NPC469330
Remote Similarity	0.609	NPC149379
Remote Similarity	0.6082	NPC469741
Remote Similarity	0.6076	NPC68865
Remote Similarity	0.6076	NPC471264
Remote Similarity	0.6076	NPC471265
Remote Similarity	0.6074	NPC475439
Remote Similarity	0.6074	NPC473501
Remote Similarity	0.6074	NPC16188
Remote Similarity	0.6074	NPC311658
Remote Similarity	0.6071	NPC327481
Remote Similarity	0.6065	NPC157311
Remote Similarity	0.6063	NPC119677
Remote Similarity	0.6062	NPC469426
Remote Similarity	0.6062	NPC130251
Remote Similarity	0.6062	NPC469427
Remote Similarity	0.6061	NPC477974
Remote Similarity	0.6061	NPC7817
Remote Similarity	0.6061	NPC475168
Remote Similarity	0.6059	NPC469901
Remote Similarity	0.6051	NPC474473
Remote Similarity	0.6051	NPC132847
Remote Similarity	0.6047	NPC258046
Remote Similarity	0.6047	NPC271734
Remote Similarity	0.6045	NPC196243
Remote Similarity	0.6045	NPC108339
Remote Similarity	0.604	NPC316582
Remote Similarity	0.6038	NPC77992
Remote Similarity	0.6037	NPC471821
Remote Similarity	0.6037	NPC264589
Remote Similarity	0.6037	NPC105717
Remote Similarity	0.6037	NPC471820
Remote Similarity	0.6027	NPC101139
Remote Similarity	0.6026	NPC8761
Remote Similarity	0.6026	NPC44805
Remote Similarity	0.6026	NPC175726
Remote Similarity	0.6026	NPC53044
Remote Similarity	0.6026	NPC474082
Remote Similarity	0.6025	NPC301760
Remote Similarity	0.6024	NPC300443
Remote Similarity	0.6023	NPC475532
Remote Similarity	0.6014	NPC329375
Remote Similarity	0.6013	NPC252794
Remote Similarity	0.6012	NPC473580
Remote Similarity	0.6012	NPC314114
Remote Similarity	0.6012	NPC311330
Remote Similarity	0.6	NPC46098
Remote Similarity	0.6	NPC268841
Remote Similarity	0.6	NPC198254
Remote Similarity	0.6	NPC143516
Remote Similarity	0.6	NPC274198
Remote Similarity	0.6	NPC307357
Remote Similarity	0.6	NPC25565
Remote Similarity	0.6	NPC299594

Drug Structure

NPD8125 OpenBabel08211713002D 51 55 0 0 1 0 0 0 0 0999 V2000 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -0.8660 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 -10.2321 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2321 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2321 -0.8660 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 -10.7321 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7321 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2321 -0.8660 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 0.0000 -2.0000 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 -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 -5.7321 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2321 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2321 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2321 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2321 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -0.0000 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 -10.2321 0.8660 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2321 0.8660 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 -8.7321 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -7.7321 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7321 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2321 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.2321 4.3301 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.7321 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2321 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.7321 1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.2321 -2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2321 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7321 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7321 5.1962 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2321 4.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2321 -2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2321 -2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 26 1 0 0 0 0 3 37 1 0 0 0 0 4 38 1 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 11 1 0 0 0 0 7 10 1 0 0 0 0 7 12 1 0 0 0 0 8 17 1 0 0 0 0 8 18 1 0 0 0 0 9 27 2 0 0 0 0 10 27 1 0 0 0 0 11 30 2 0 0 0 0 12 32 1 0 0 0 0 13 15 2 0 0 0 0 13 28 1 0 0 0 0 14 16 1 0 0 0 0 14 29 1 0 0 0 0 15 31 1 0 0 0 0 16 33 1 0 0 0 0 17 37 1 0 0 0 0 18 38 1 0 0 0 0 19 20 1 0 0 0 0 19 39 1 0 0 0 0 20 42 1 0 0 0 0 21 28 2 0 0 0 0 21 29 1 0 0 0 0 22 35 1 0 0 0 0 22 41 1 0 0 0 0 23 34 1 0 0 0 0 23 43 1 0 0 0 0 24 36 1 0 0 0 0 24 42 1 0 0 0 0 25 37 1 0 0 0 0 25 41 1 0 0 0 0 26 28 1 0 0 0 0 27 30 1 0 0 0 0 29 31 2 0 0 0 0 30 32 1 0 0 0 0 31 38 1 0 0 0 0 32 43 1 0 0 0 0 33 37 1 0 0 0 0 33 38 1 0 0 0 0 34 40 2 0 0 0 0 34 44 1 0 0 0 0 35 42 1 0 0 0 0 35 45 2 0 0 0 0 36 43 1 0 0 0 0 36 46 2 0 0 0 0 39 47 1 0 0 0 0 39 48 1 0 0 0 0 40 49 1 0 0 0 0 41 50 1 0 0 0 0 44 51 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009938
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	629.43
ALogP	-2.5149
MLogP	4.76
XLogP	9.925
HDA	8
HBD	4
Rotatable Bonds	20
TPSA	122.75
RO5 Violation	2