NPASS drugs

Drug Information

Drug ID:	NPD6733
Drug Name:	RS-66252
Molecular Formula:	C27H25N5O2
Canonical SMILES:	CCCCn1c2ccccc2c(c1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)C(=O)O
Standard InCHI:	InChI=1S/C27H25N5O2/c1-2-3-16-32-23-11-7-6-10-22(23)25(27(33)34)24(32)17-18-12-14-19(15-13-18)20-8-4-5-9-21(20)26-28-30-31-29-26/h4-15H,2-3,16-17H2,1H3,(H,33,34)(H,28,29,30,31)
Standard InCHIKey:	LGRDYINVULLPLL-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6733

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	336
0.1-0.2	1877
0.2-0.3	9071
0.3-0.4	11966
0.4-0.5	4747
0.5-0.6	1732
0.6-0.7	1138
0.7-0.8	23
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	0.7767	NPC474916
Intermediate Similarity	0.7589	NPC116622
Intermediate Similarity	0.7415	NPC278434
Intermediate Similarity	0.7406	NPC471944
Intermediate Similarity	0.7395	NPC243850
Intermediate Similarity	0.7389	NPC243058
Intermediate Similarity	0.7364	NPC62995
Intermediate Similarity	0.7282	NPC90415
Intermediate Similarity	0.7268	NPC203635
Intermediate Similarity	0.7264	NPC102008
Intermediate Similarity	0.7233	NPC282103
Intermediate Similarity	0.7212	NPC229893
Intermediate Similarity	0.7195	NPC31700
Intermediate Similarity	0.7192	NPC219848
Intermediate Similarity	0.7182	NPC82370
Intermediate Similarity	0.7157	NPC256268
Intermediate Similarity	0.7143	NPC138370
Intermediate Similarity	0.713	NPC57398
Intermediate Similarity	0.7103	NPC131887
Intermediate Similarity	0.708	NPC276657
Intermediate Similarity	0.7056	NPC227582
Intermediate Similarity	0.7048	NPC321708
Intermediate Similarity	0.7023	NPC67288
Remote Similarity	0.6986	NPC314648
Remote Similarity	0.6959	NPC252338
Remote Similarity	0.6957	NPC476818
Remote Similarity	0.694	NPC33949
Remote Similarity	0.6938	NPC472119
Remote Similarity	0.6936	NPC94428
Remote Similarity	0.6936	NPC263937
Remote Similarity	0.6929	NPC107836
Remote Similarity	0.6903	NPC36405
Remote Similarity	0.69	NPC322644
Remote Similarity	0.6898	NPC141454
Remote Similarity	0.6895	NPC193761
Remote Similarity	0.6893	NPC471743
Remote Similarity	0.6893	NPC84347
Remote Similarity	0.6892	NPC266249
Remote Similarity	0.6891	NPC471583
Remote Similarity	0.6891	NPC471782
Remote Similarity	0.6883	NPC245756
Remote Similarity	0.6872	NPC472285
Remote Similarity	0.6852	NPC472116
Remote Similarity	0.6851	NPC207686
Remote Similarity	0.6849	NPC278540
Remote Similarity	0.6847	NPC314297
Remote Similarity	0.6847	NPC315545
Remote Similarity	0.6847	NPC477065
Remote Similarity	0.6845	NPC303225
Remote Similarity	0.6845	NPC469938
Remote Similarity	0.6844	NPC6865
Remote Similarity	0.6844	NPC153980
Remote Similarity	0.6842	NPC264285
Remote Similarity	0.6835	NPC81535
Remote Similarity	0.683	NPC123839
Remote Similarity	0.6828	NPC322064
Remote Similarity	0.6827	NPC213468
Remote Similarity	0.682	NPC90229
Remote Similarity	0.6818	NPC476073
Remote Similarity	0.6818	NPC178858
Remote Similarity	0.681	NPC470205
Remote Similarity	0.6808	NPC221873
Remote Similarity	0.6808	NPC183805
Remote Similarity	0.6806	NPC276517
Remote Similarity	0.6806	NPC195314
Remote Similarity	0.6802	NPC313345
Remote Similarity	0.6802	NPC315638
Remote Similarity	0.6802	NPC471191
Remote Similarity	0.6802	NPC313796
Remote Similarity	0.6802	NPC314855
Remote Similarity	0.68	NPC72956
Remote Similarity	0.6798	NPC27041
Remote Similarity	0.6792	NPC160381
Remote Similarity	0.6787	NPC165599
Remote Similarity	0.6783	NPC272174
Remote Similarity	0.678	NPC132329
Remote Similarity	0.6776	NPC83111
Remote Similarity	0.6776	NPC329858
Remote Similarity	0.677	NPC110182
Remote Similarity	0.6766	NPC472844
Remote Similarity	0.6761	NPC472323
Remote Similarity	0.6759	NPC304203
Remote Similarity	0.6758	NPC74413
Remote Similarity	0.6756	NPC314834
Remote Similarity	0.6754	NPC469928
Remote Similarity	0.6753	NPC474896
Remote Similarity	0.6748	NPC471536
Remote Similarity	0.6744	NPC476460
Remote Similarity	0.6742	NPC328596
Remote Similarity	0.6742	NPC328318
Remote Similarity	0.6739	NPC74360
Remote Similarity	0.6736	NPC15801
Remote Similarity	0.673	NPC117027
Remote Similarity	0.673	NPC159125
Remote Similarity	0.6729	NPC473666
Remote Similarity	0.6726	NPC82053
Remote Similarity	0.6724	NPC220851
Remote Similarity	0.6724	NPC16352
Remote Similarity	0.6724	NPC31097
Remote Similarity	0.6714	NPC194040
Remote Similarity	0.6714	NPC15840
Remote Similarity	0.6713	NPC55493
Remote Similarity	0.6713	NPC472292
Remote Similarity	0.6711	NPC478157
Remote Similarity	0.6711	NPC61038
Remote Similarity	0.671	NPC14686
Remote Similarity	0.6708	NPC311451
Remote Similarity	0.6707	NPC63109
Remote Similarity	0.6699	NPC284775
Remote Similarity	0.6699	NPC111275
Remote Similarity	0.6699	NPC64436
Remote Similarity	0.6698	NPC314333
Remote Similarity	0.6698	NPC154339
Remote Similarity	0.6697	NPC245916
Remote Similarity	0.6697	NPC472293
Remote Similarity	0.6696	NPC471193
Remote Similarity	0.6696	NPC244741
Remote Similarity	0.6696	NPC471194
Remote Similarity	0.6695	NPC473187
Remote Similarity	0.6682	NPC241024
Remote Similarity	0.6682	NPC472295
Remote Similarity	0.6682	NPC269886
Remote Similarity	0.6682	NPC81802
Remote Similarity	0.6682	NPC45850
Remote Similarity	0.6682	NPC267343
Remote Similarity	0.6682	NPC247735
Remote Similarity	0.6682	NPC472210
Remote Similarity	0.6681	NPC330009
Remote Similarity	0.6681	NPC309845
Remote Similarity	0.6681	NPC85702
Remote Similarity	0.6681	NPC471192
Remote Similarity	0.6667	NPC162730
Remote Similarity	0.6667	NPC158129
Remote Similarity	0.6667	NPC476118
Remote Similarity	0.6667	NPC317752
Remote Similarity	0.6667	NPC8104
Remote Similarity	0.6667	NPC260900
Remote Similarity	0.6667	NPC28945
Remote Similarity	0.6667	NPC269270
Remote Similarity	0.6667	NPC285343
Remote Similarity	0.6667	NPC315062
Remote Similarity	0.6667	NPC98371
Remote Similarity	0.6667	NPC313884
Remote Similarity	0.6652	NPC312645
Remote Similarity	0.6652	NPC317373
Remote Similarity	0.665	NPC200743
Remote Similarity	0.6639	NPC473186
Remote Similarity	0.6638	NPC477979
Remote Similarity	0.6638	NPC474412
Remote Similarity	0.6637	NPC134848
Remote Similarity	0.6637	NPC98715
Remote Similarity	0.6637	NPC284102
Remote Similarity	0.6636	NPC67551
Remote Similarity	0.6626	NPC91868
Remote Similarity	0.6626	NPC63971
Remote Similarity	0.6624	NPC326363
Remote Similarity	0.6623	NPC75634
Remote Similarity	0.6623	NPC318299
Remote Similarity	0.6623	NPC472098
Remote Similarity	0.6622	NPC300183
Remote Similarity	0.6622	NPC53344
Remote Similarity	0.6621	NPC11445
Remote Similarity	0.662	NPC206967
Remote Similarity	0.662	NPC21429
Remote Similarity	0.662	NPC472294
Remote Similarity	0.6619	NPC59269
Remote Similarity	0.6618	NPC471943
Remote Similarity	0.6614	NPC74619
Remote Similarity	0.6608	NPC234999
Remote Similarity	0.6607	NPC327592
Remote Similarity	0.6607	NPC132539
Remote Similarity	0.6606	NPC472297
Remote Similarity	0.6606	NPC473178
Remote Similarity	0.6606	NPC326422
Remote Similarity	0.6606	NPC472296
Remote Similarity	0.6606	NPC293917
Remote Similarity	0.6604	NPC113626
Remote Similarity	0.6602	NPC114637
Remote Similarity	0.6602	NPC41717
Remote Similarity	0.66	NPC478083
Remote Similarity	0.6594	NPC89508
Remote Similarity	0.6594	NPC282247
Remote Similarity	0.6594	NPC207866
Remote Similarity	0.6593	NPC39679
Remote Similarity	0.6593	NPC258062
Remote Similarity	0.6593	NPC171787
Remote Similarity	0.6593	NPC127677
Remote Similarity	0.6592	NPC474116
Remote Similarity	0.659	NPC472097
Remote Similarity	0.6589	NPC133003
Remote Similarity	0.6589	NPC476319
Remote Similarity	0.6587	NPC126492
Remote Similarity	0.6586	NPC329982
Remote Similarity	0.6583	NPC182222
Remote Similarity	0.6583	NPC327769
Remote Similarity	0.6583	NPC325976
Remote Similarity	0.6583	NPC39370
Remote Similarity	0.6583	NPC316411
Remote Similarity	0.6581	NPC469312
Remote Similarity	0.6581	NPC41318

Drug Structure

NPD6733 OpenBabel08211710072D 36 40 0 0 0 0 0 0 0 0999 V2000 -3.7302 5.8279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5223 4.8498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2654 4.1806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7788 2.7413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2788 3.6073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2788 1.8752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 3.6073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0575 3.2025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8301 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 1.8752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7788 2.7413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6097 1.1321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8176 0.1540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 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 -4.8007 2.5334 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7687 -0.1551 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0745 -0.5152 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1234 -0.2062 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 16 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 20 2 0 0 0 0 9 21 2 0 0 0 0 10 22 2 0 0 0 0 11 23 2 0 0 0 0 12 14 1 0 0 0 0 12 18 2 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 19 2 0 0 0 0 15 19 1 0 0 0 0 16 32 1 0 0 0 0 17 18 1 0 0 0 0 17 24 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 26 1 0 0 0 0 22 23 1 0 0 0 0 22 25 1 0 0 0 0 23 32 1 0 0 0 0 24 25 2 0 0 0 0 24 32 1 0 0 0 0 25 27 1 0 0 0 0 26 28 2 0 0 0 0 26 29 1 0 0 0 0 27 33 2 0 0 0 0 27 34 1 0 0 0 0 28 30 1 0 0 0 0 29 31 2 0 0 0 0 30 31 1 0 0 0 0 30 35 1 0 0 0 0 34 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016391
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	451.20
ALogP	-0.8389
MLogP	3.66
XLogP	9.377
HDA	7
HBD	2
Rotatable Bonds	10
TPSA	96.69
RO5 Violation	1