NPASS drugs

Drug Information

Drug ID:	NPD979
Drug Name:	Lenalidomide
Molecular Formula:	C13H13N3O3
Canonical SMILES:	OC1=NC(=O)C(CC1)N1Cc2c(C1=O)cccc2N
Standard InCHI:	InChI=1S/C13H13N3O3/c14-9-3-1-2-7-8(9)6-16(13(7)19)10-4-5-11(17)15-12(10)18/h1-3,10H,4-6,14H2,(H,15,17,18)
Standard InCHIKey:	GOTYRUGSSMKFNF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD979

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	198
0.1-0.2	1709
0.2-0.3	9094
0.3-0.4	12356
0.4-0.5	4793
0.5-0.6	2173
0.6-0.7	531
0.7-0.8	35
0.8-0.85	1
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	0.8095	NPC122553
Intermediate Similarity	0.7755	NPC207428
Intermediate Similarity	0.7736	NPC84317
Intermediate Similarity	0.764	NPC154478
Intermediate Similarity	0.7582	NPC471164
Intermediate Similarity	0.7564	NPC324445
Intermediate Similarity	0.75	NPC138293
Intermediate Similarity	0.75	NPC113056
Intermediate Similarity	0.7417	NPC162417
Intermediate Similarity	0.7417	NPC316104
Intermediate Similarity	0.7324	NPC14672
Intermediate Similarity	0.7324	NPC285926
Intermediate Similarity	0.7324	NPC315276
Intermediate Similarity	0.729	NPC207554
Intermediate Similarity	0.7289	NPC189116
Intermediate Similarity	0.7273	NPC68650
Intermediate Similarity	0.7256	NPC104345
Intermediate Similarity	0.723	NPC474926
Intermediate Similarity	0.7215	NPC136002
Intermediate Similarity	0.7211	NPC254698
Intermediate Similarity	0.7209	NPC14849
Intermediate Similarity	0.7193	NPC328611
Intermediate Similarity	0.7181	NPC322433
Intermediate Similarity	0.7176	NPC355
Intermediate Similarity	0.7168	NPC182057
Intermediate Similarity	0.7168	NPC147298
Intermediate Similarity	0.7168	NPC131450
Intermediate Similarity	0.7143	NPC300596
Intermediate Similarity	0.7143	NPC237649
Intermediate Similarity	0.7134	NPC471574
Intermediate Similarity	0.7118	NPC472118
Intermediate Similarity	0.7093	NPC248862
Intermediate Similarity	0.7073	NPC295021
Intermediate Similarity	0.7065	NPC106118
Intermediate Similarity	0.7032	NPC300299
Intermediate Similarity	0.7029	NPC91179
Remote Similarity	0.698	NPC474082
Remote Similarity	0.698	NPC175726
Remote Similarity	0.6962	NPC315051
Remote Similarity	0.6957	NPC471199
Remote Similarity	0.6949	NPC470205
Remote Similarity	0.6941	NPC471130
Remote Similarity	0.6931	NPC225400
Remote Similarity	0.6923	NPC88970
Remote Similarity	0.6909	NPC117032
Remote Similarity	0.6895	NPC471155
Remote Similarity	0.6895	NPC472538
Remote Similarity	0.6895	NPC470786
Remote Similarity	0.6892	NPC27833
Remote Similarity	0.6883	NPC316746
Remote Similarity	0.6875	NPC475094
Remote Similarity	0.6864	NPC309531
Remote Similarity	0.6864	NPC472102
Remote Similarity	0.6864	NPC27904
Remote Similarity	0.6863	NPC209389
Remote Similarity	0.6859	NPC270241
Remote Similarity	0.6839	NPC40364
Remote Similarity	0.6836	NPC39822
Remote Similarity	0.6824	NPC472121
Remote Similarity	0.6818	NPC314431
Remote Similarity	0.6816	NPC228835
Remote Similarity	0.6813	NPC471196
Remote Similarity	0.6813	NPC2823
Remote Similarity	0.6813	NPC471195
Remote Similarity	0.6813	NPC316202
Remote Similarity	0.681	NPC478039
Remote Similarity	0.6809	NPC471944
Remote Similarity	0.6809	NPC55529
Remote Similarity	0.6802	NPC279527
Remote Similarity	0.6802	NPC214960
Remote Similarity	0.6797	NPC72473
Remote Similarity	0.6797	NPC58827
Remote Similarity	0.6797	NPC307437
Remote Similarity	0.6796	NPC17059
Remote Similarity	0.678	NPC11126
Remote Similarity	0.6779	NPC200964
Remote Similarity	0.6778	NPC133003
Remote Similarity	0.6754	NPC471191
Remote Similarity	0.675	NPC130251
Remote Similarity	0.6737	NPC295548
Remote Similarity	0.6725	NPC472117
Remote Similarity	0.6722	NPC21429
Remote Similarity	0.672	NPC470787
Remote Similarity	0.672	NPC472539
Remote Similarity	0.672	NPC472540
Remote Similarity	0.6718	NPC471194
Remote Similarity	0.6718	NPC471193
Remote Similarity	0.6712	NPC33742
Remote Similarity	0.6712	NPC205652
Remote Similarity	0.6711	NPC177684
Remote Similarity	0.6711	NPC291962
Remote Similarity	0.6711	NPC192533
Remote Similarity	0.671	NPC194562
Remote Similarity	0.671	NPC187231
Remote Similarity	0.6708	NPC301760
Remote Similarity	0.6708	NPC470301
Remote Similarity	0.6707	NPC473002
Remote Similarity	0.6705	NPC475594
Remote Similarity	0.6685	NPC276430
Remote Similarity	0.6685	NPC307396
Remote Similarity	0.6684	NPC472541
Remote Similarity	0.6684	NPC472542
Remote Similarity	0.6667	NPC161956
Remote Similarity	0.6667	NPC179605
Remote Similarity	0.6667	NPC254798
Remote Similarity	0.6667	NPC469903
Remote Similarity	0.6667	NPC258531
Remote Similarity	0.6667	NPC112373
Remote Similarity	0.6667	NPC279385
Remote Similarity	0.6667	NPC475607
Remote Similarity	0.6645	NPC111428
Remote Similarity	0.6629	NPC474081
Remote Similarity	0.6629	NPC471943
Remote Similarity	0.6626	NPC314287
Remote Similarity	0.6625	NPC287358
Remote Similarity	0.6623	NPC257490
Remote Similarity	0.6623	NPC103292
Remote Similarity	0.6623	NPC71684
Remote Similarity	0.6622	NPC239357
Remote Similarity	0.661	NPC469529
Remote Similarity	0.6608	NPC36495
Remote Similarity	0.6605	NPC43477
Remote Similarity	0.6603	NPC472245
Remote Similarity	0.6592	NPC474041
Remote Similarity	0.6592	NPC475761
Remote Similarity	0.6584	NPC83214
Remote Similarity	0.6582	NPC72956
Remote Similarity	0.657	NPC315368
Remote Similarity	0.6568	NPC281094
Remote Similarity	0.6557	NPC150308
Remote Similarity	0.6554	NPC161861
Remote Similarity	0.655	NPC222029
Remote Similarity	0.655	NPC153694
Remote Similarity	0.655	NPC248601
Remote Similarity	0.655	NPC211525
Remote Similarity	0.6548	NPC153980
Remote Similarity	0.6548	NPC6865
Remote Similarity	0.6543	NPC472243
Remote Similarity	0.6538	NPC473322
Remote Similarity	0.6538	NPC477003
Remote Similarity	0.6538	NPC150863
Remote Similarity	0.6536	NPC283130
Remote Similarity	0.6536	NPC183662
Remote Similarity	0.6536	NPC328683
Remote Similarity	0.6536	NPC15573
Remote Similarity	0.6536	NPC217372
Remote Similarity	0.6533	NPC220698
Remote Similarity	0.6533	NPC229353
Remote Similarity	0.6532	NPC472120
Remote Similarity	0.6532	NPC472101
Remote Similarity	0.6528	NPC164802
Remote Similarity	0.6522	NPC473815
Remote Similarity	0.6519	NPC270301
Remote Similarity	0.6517	NPC470548
Remote Similarity	0.6514	NPC182131
Remote Similarity	0.6512	NPC469902
Remote Similarity	0.6512	NPC243673
Remote Similarity	0.6512	NPC63210
Remote Similarity	0.6512	NPC97380
Remote Similarity	0.6512	NPC148468
Remote Similarity	0.6512	NPC263709
Remote Similarity	0.6512	NPC310403
Remote Similarity	0.6512	NPC473003
Remote Similarity	0.6506	NPC259678
Remote Similarity	0.6503	NPC186284
Remote Similarity	0.6503	NPC22082
Remote Similarity	0.65	NPC219336
Remote Similarity	0.6497	NPC226662
Remote Similarity	0.6497	NPC200589
Remote Similarity	0.6494	NPC317758
Remote Similarity	0.6494	NPC22746
Remote Similarity	0.6486	NPC221873
Remote Similarity	0.6486	NPC470550
Remote Similarity	0.6485	NPC470822
Remote Similarity	0.6484	NPC159125
Remote Similarity	0.6481	NPC315224
Remote Similarity	0.648	NPC471743
Remote Similarity	0.6474	NPC143457
Remote Similarity	0.6474	NPC476950
Remote Similarity	0.6474	NPC474058
Remote Similarity	0.6471	NPC39818
Remote Similarity	0.6467	NPC94752
Remote Similarity	0.6467	NPC17273
Remote Similarity	0.6467	NPC135601
Remote Similarity	0.6467	NPC478077
Remote Similarity	0.6467	NPC141612
Remote Similarity	0.6464	NPC88110
Remote Similarity	0.6464	NPC475685
Remote Similarity	0.6463	NPC472241
Remote Similarity	0.6463	NPC238499
Remote Similarity	0.6462	NPC270918
Remote Similarity	0.6458	NPC172170
Remote Similarity	0.6457	NPC472106
Remote Similarity	0.6456	NPC255447
Remote Similarity	0.6453	NPC113946
Remote Similarity	0.6453	NPC123241
Remote Similarity	0.6452	NPC101719
Remote Similarity	0.6452	NPC324091
Remote Similarity	0.645	NPC66936
Remote Similarity	0.645	NPC471192

Drug Structure

NPD979 OpenBabel08201723592D 22 24 0 0 1 0 0 0 0 0999 V2000 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 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 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.0000 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 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 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 -4.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 7 1 0 0 0 0 3 9 2 0 0 0 0 4 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 8 1 0 0 0 0 6 16 1 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 16 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 15 1 0 0 0 0 12 18 2 0 0 0 0 13 16 1 0 0 0 0 13 19 2 0 0 0 0 14 20 1 0 0 0 0 14 21 1 0 0 0 0 17 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001255
DrugBank	DB00480
ChEMBL	CHEMBL848
IUPHAR/BPS	7331
PharmaGKB	PA162363968
KEGG Drug	D04687
PubChem CID	216326
ChEBI	63791
CAS Number	191732-72-6

Drug Properties

Molecular Weight	259.10
ALogP	-2.6347
MLogP	2.23
XLogP	0.195
HDA	6
HBD	2
Rotatable Bonds	3
TPSA	95.99
RO5 Violation	0