NPASS drugs

Drug Information

Drug ID:	NPD5335
Drug Name:	bidisomide
Molecular Formula:	C22H34ClN3O2
Canonical SMILES:	CC(N(C(=O)C)CCC(c1ccccc1Cl)(C(=N)O)CCN1CCCCC1)C
Standard InCHI:	InChI=1S/C22H34ClN3O2/c1-17(2)26(18(3)27)16-12-22(21(24)28,19-9-5-6-10-20(19)23)11-15-25-13-7-4-8-14-25/h5-6,9-10,17H,4,7-8,11-16H2,1-3H3,(H2,24,28)
Standard InCHIKey:	GTEPPJFJSNSNIH-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5335

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	97
0.1-0.2	732
0.2-0.3	3796
0.3-0.4	14244
0.4-0.5	10060
0.5-0.6	1692
0.6-0.7	260
0.7-0.8	9
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	0.7482	NPC316906
Intermediate Similarity	0.7266	NPC33742
Intermediate Similarity	0.7188	NPC276949
Intermediate Similarity	0.7188	NPC35850
Intermediate Similarity	0.7154	NPC470544
Intermediate Similarity	0.7143	NPC71684
Intermediate Similarity	0.7099	NPC470545
Intermediate Similarity	0.7073	NPC471310
Intermediate Similarity	0.7045	NPC470546
Remote Similarity	0.6985	NPC222466
Remote Similarity	0.6934	NPC101719
Remote Similarity	0.6906	NPC111428
Remote Similarity	0.687	NPC471318
Remote Similarity	0.6861	NPC22746
Remote Similarity	0.6815	NPC476990
Remote Similarity	0.6765	NPC202521
Remote Similarity	0.6744	NPC65855
Remote Similarity	0.6744	NPC158854
Remote Similarity	0.6744	NPC292758
Remote Similarity	0.6723	NPC172128
Remote Similarity	0.6721	NPC25565
Remote Similarity	0.6715	NPC252878
Remote Similarity	0.6692	NPC313981
Remote Similarity	0.6667	NPC6975
Remote Similarity	0.6667	NPC475439
Remote Similarity	0.6667	NPC473501
Remote Similarity	0.6667	NPC469666
Remote Similarity	0.6667	NPC46427
Remote Similarity	0.6642	NPC239357
Remote Similarity	0.6639	NPC161972
Remote Similarity	0.6639	NPC303045
Remote Similarity	0.6594	NPC109151
Remote Similarity	0.6569	NPC200964
Remote Similarity	0.6562	NPC473418
Remote Similarity	0.6554	NPC469427
Remote Similarity	0.6554	NPC469426
Remote Similarity	0.6549	NPC17374
Remote Similarity	0.6549	NPC473322
Remote Similarity	0.6532	NPC311242
Remote Similarity	0.6529	NPC226438
Remote Similarity	0.6528	NPC246079
Remote Similarity	0.6519	NPC315276
Remote Similarity	0.6519	NPC285926
Remote Similarity	0.6519	NPC14672
Remote Similarity	0.6512	NPC130898
Remote Similarity	0.6512	NPC474804
Remote Similarity	0.6512	NPC45033
Remote Similarity	0.6512	NPC474973
Remote Similarity	0.6512	NPC327481
Remote Similarity	0.6504	NPC58674
Remote Similarity	0.6486	NPC239762
Remote Similarity	0.6486	NPC163392
Remote Similarity	0.6479	NPC319766
Remote Similarity	0.6475	NPC169485
Remote Similarity	0.6475	NPC317474
Remote Similarity	0.6475	NPC213126
Remote Similarity	0.6475	NPC291027
Remote Similarity	0.6475	NPC84281
Remote Similarity	0.6471	NPC17497
Remote Similarity	0.6471	NPC305602
Remote Similarity	0.6466	NPC474584
Remote Similarity	0.6463	NPC127741
Remote Similarity	0.6458	NPC255447
Remote Similarity	0.6446	NPC141139
Remote Similarity	0.6446	NPC78041
Remote Similarity	0.6446	NPC121872
Remote Similarity	0.6446	NPC471307
Remote Similarity	0.6446	NPC209764
Remote Similarity	0.6446	NPC316108
Remote Similarity	0.6446	NPC74936
Remote Similarity	0.6446	NPC159178
Remote Similarity	0.6439	NPC319579
Remote Similarity	0.6434	NPC40488
Remote Similarity	0.6434	NPC143516
Remote Similarity	0.6419	NPC132636
Remote Similarity	0.6419	NPC77992
Remote Similarity	0.6417	NPC12429
Remote Similarity	0.6414	NPC257390
Remote Similarity	0.6412	NPC77294
Remote Similarity	0.64	NPC161069
Remote Similarity	0.64	NPC472258
Remote Similarity	0.6389	NPC300315
Remote Similarity	0.6376	NPC476259
Remote Similarity	0.637	NPC3202
Remote Similarity	0.637	NPC246904
Remote Similarity	0.6364	NPC470877
Remote Similarity	0.6357	NPC194390
Remote Similarity	0.6357	NPC224610
Remote Similarity	0.6357	NPC88267
Remote Similarity	0.6357	NPC113326
Remote Similarity	0.6351	NPC478140
Remote Similarity	0.6345	NPC130309
Remote Similarity	0.6338	NPC472414
Remote Similarity	0.6333	NPC476989
Remote Similarity	0.6327	NPC141050
Remote Similarity	0.6324	NPC473573
Remote Similarity	0.6312	NPC472415
Remote Similarity	0.6311	NPC258627
Remote Similarity	0.6308	NPC211551
Remote Similarity	0.6301	NPC325479
Remote Similarity	0.6293	NPC192623
Remote Similarity	0.6291	NPC468984
Remote Similarity	0.6291	NPC176226
Remote Similarity	0.629	NPC471309
Remote Similarity	0.6288	NPC473676
Remote Similarity	0.6279	NPC471317
Remote Similarity	0.6279	NPC164859
Remote Similarity	0.6276	NPC200589
Remote Similarity	0.6275	NPC472103
Remote Similarity	0.627	NPC33168
Remote Similarity	0.6268	NPC285394
Remote Similarity	0.6267	NPC153007
Remote Similarity	0.6259	NPC287401
Remote Similarity	0.6259	NPC313663
Remote Similarity	0.625	NPC214200
Remote Similarity	0.625	NPC228400
Remote Similarity	0.6242	NPC473341
Remote Similarity	0.6234	NPC145113
Remote Similarity	0.6234	NPC138775
Remote Similarity	0.6231	NPC275467
Remote Similarity	0.6225	NPC168113
Remote Similarity	0.6225	NPC150712
Remote Similarity	0.6224	NPC474479
Remote Similarity	0.6218	NPC324081
Remote Similarity	0.6216	NPC248283
Remote Similarity	0.6216	NPC132847
Remote Similarity	0.6216	NPC474473
Remote Similarity	0.6214	NPC27833
Remote Similarity	0.6209	NPC5620
Remote Similarity	0.6207	NPC71271
Remote Similarity	0.6202	NPC329375
Remote Similarity	0.6198	NPC471638
Remote Similarity	0.6197	NPC175726
Remote Similarity	0.6197	NPC474082
Remote Similarity	0.6187	NPC220698
Remote Similarity	0.6184	NPC197682
Remote Similarity	0.6183	NPC474559
Remote Similarity	0.6183	NPC67043
Remote Similarity	0.6181	NPC477937
Remote Similarity	0.6178	NPC300443
Remote Similarity	0.6174	NPC293377
Remote Similarity	0.6174	NPC475318
Remote Similarity	0.6174	NPC260045
Remote Similarity	0.6174	NPC474811
Remote Similarity	0.6174	NPC76785
Remote Similarity	0.6174	NPC79465
Remote Similarity	0.6174	NPC476102
Remote Similarity	0.6174	NPC474787
Remote Similarity	0.6174	NPC151706
Remote Similarity	0.6174	NPC474855
Remote Similarity	0.6174	NPC475598
Remote Similarity	0.6174	NPC273907
Remote Similarity	0.6174	NPC49577
Remote Similarity	0.6174	NPC90194
Remote Similarity	0.6174	NPC118099
Remote Similarity	0.6174	NPC9687
Remote Similarity	0.6172	NPC12730
Remote Similarity	0.6164	NPC69496
Remote Similarity	0.616	NPC474974
Remote Similarity	0.6154	NPC13470
Remote Similarity	0.6154	NPC202613
Remote Similarity	0.6154	NPC2501
Remote Similarity	0.6148	NPC329011
Remote Similarity	0.6148	NPC325441
Remote Similarity	0.6143	NPC283760
Remote Similarity	0.6139	NPC56685
Remote Similarity	0.6139	NPC122590
Remote Similarity	0.6136	NPC471447
Remote Similarity	0.6133	NPC325599
Remote Similarity	0.6133	NPC471264
Remote Similarity	0.6133	NPC68865
Remote Similarity	0.6133	NPC471265
Remote Similarity	0.6131	NPC113099
Remote Similarity	0.6129	NPC225648
Remote Similarity	0.6129	NPC475578
Remote Similarity	0.6129	NPC16188
Remote Similarity	0.6129	NPC245259
Remote Similarity	0.6129	NPC311658
Remote Similarity	0.6129	NPC328824
Remote Similarity	0.6129	NPC329761
Remote Similarity	0.6121	NPC209463
Remote Similarity	0.6118	NPC263493
Remote Similarity	0.6118	NPC269398
Remote Similarity	0.6111	NPC474847
Remote Similarity	0.6111	NPC474926
Remote Similarity	0.6107	NPC147000
Remote Similarity	0.6107	NPC313352
Remote Similarity	0.6107	NPC150254
Remote Similarity	0.6107	NPC304761
Remote Similarity	0.6107	NPC226778
Remote Similarity	0.6104	NPC473922
Remote Similarity	0.6104	NPC266741
Remote Similarity	0.6104	NPC315266
Remote Similarity	0.6102	NPC231986
Remote Similarity	0.6099	NPC478014
Remote Similarity	0.6099	NPC478016
Remote Similarity	0.6099	NPC326232
Remote Similarity	0.6099	NPC478015
Remote Similarity	0.6096	NPC116057
Remote Similarity	0.6096	NPC472413

Drug Structure

NPD5335 OpenBabel08211706322D 30 31 0 0 1 0 0 0 0 0999 V2000 3.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.2679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.7321 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.2321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 5.1962 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.7321 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 1 0 0 0 0 4 7 1 0 0 0 0 4 8 1 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 19 2 0 0 0 0 10 20 2 0 0 0 0 11 15 1 0 0 0 0 11 22 1 0 0 0 0 12 16 1 0 0 0 0 12 22 1 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 25 1 0 0 0 0 16 26 1 0 0 0 0 17 26 1 0 0 0 0 18 26 1 0 0 0 0 18 27 2 0 0 0 0 19 20 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 21 22 1 0 0 0 0 21 24 2 0 0 0 0 21 28 1 0 0 0 0 24 29 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006193
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	407.23
ALogP	-0.573
MLogP	3.22
XLogP	4.344
HDA	5
HBD	2
Rotatable Bonds	15
TPSA	67.63
RO5 Violation	0