NPASS drugs

Drug Information

Drug ID:	NPD2544
Drug Name:
Molecular Formula:	C17H21N4O8P
Canonical SMILES:	O[C@@H]1[C@@H](COP2(=O)OCC[C@H](O2)c2ccncc2)O[C@H]([C@H]1O)n1ccc(=N)nc1O
Standard InCHI:	InChI=1S/C17H21N4O8P/c18-13-3-7-21(17(24)20-13)16-15(23)14(22)12(28-16)9-27-30(25)26-8-4-11(29-30)10-1-5-19-6-2-10/h1-3,5-7,11-12,14-16,22-23H,4,8-9H2,(H2,18,20,24)/t11-,12+,14+,15-,16+,30?/m0/s1
Standard InCHIKey:	HOAHIHGOMCBTFW-WUTQSZGESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2544

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	276
0.1-0.2	1945
0.2-0.3	10010
0.3-0.4	12679
0.4-0.5	3513
0.5-0.6	1900
0.6-0.7	537
0.7-0.8	28
0.8-0.85	1
0.85-0.9	1
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
High Similarity	0.8824	NPC319456
Intermediate Similarity	0.8412	NPC138018
Intermediate Similarity	0.7853	NPC71079
Intermediate Similarity	0.7809	NPC474217
Intermediate Similarity	0.7765	NPC85918
Intermediate Similarity	0.774	NPC107160
Intermediate Similarity	0.7722	NPC127730
Intermediate Similarity	0.7722	NPC278366
Intermediate Similarity	0.7447	NPC317010
Intermediate Similarity	0.7382	NPC62510
Intermediate Similarity	0.7277	NPC325093
Intermediate Similarity	0.7259	NPC20593
Intermediate Similarity	0.7202	NPC318020
Intermediate Similarity	0.7188	NPC322043
Intermediate Similarity	0.7188	NPC327373
Intermediate Similarity	0.715	NPC59033
Intermediate Similarity	0.7143	NPC21461
Intermediate Similarity	0.7128	NPC328798
Intermediate Similarity	0.7118	NPC315320
Intermediate Similarity	0.7092	NPC182814
Intermediate Similarity	0.7079	NPC79223
Intermediate Similarity	0.7074	NPC256828
Intermediate Similarity	0.7065	NPC317672
Intermediate Similarity	0.7041	NPC325775
Intermediate Similarity	0.7041	NPC165370
Intermediate Similarity	0.7041	NPC306397
Intermediate Similarity	0.7022	NPC471323
Intermediate Similarity	0.702	NPC127647
Intermediate Similarity	0.7015	NPC329024
Intermediate Similarity	0.7005	NPC244536
Remote Similarity	0.698	NPC324245
Remote Similarity	0.698	NPC320748
Remote Similarity	0.6961	NPC32451
Remote Similarity	0.6961	NPC328559
Remote Similarity	0.6952	NPC211187
Remote Similarity	0.6942	NPC12944
Remote Similarity	0.6942	NPC25442
Remote Similarity	0.6941	NPC212125
Remote Similarity	0.6927	NPC150048
Remote Similarity	0.6927	NPC203754
Remote Similarity	0.6919	NPC75544
Remote Similarity	0.6915	NPC471178
Remote Similarity	0.6914	NPC29702
Remote Similarity	0.6908	NPC309498
Remote Similarity	0.6875	NPC156044
Remote Similarity	0.6863	NPC474767
Remote Similarity	0.6862	NPC469813
Remote Similarity	0.6862	NPC78375
Remote Similarity	0.6862	NPC476446
Remote Similarity	0.6816	NPC158055
Remote Similarity	0.6814	NPC149708
Remote Similarity	0.6789	NPC125659
Remote Similarity	0.6789	NPC168702
Remote Similarity	0.678	NPC160127
Remote Similarity	0.678	NPC50997
Remote Similarity	0.6772	NPC162268
Remote Similarity	0.6759	NPC250178
Remote Similarity	0.6755	NPC322976
Remote Similarity	0.6755	NPC63338
Remote Similarity	0.6755	NPC324203
Remote Similarity	0.6738	NPC212742
Remote Similarity	0.673	NPC472752
Remote Similarity	0.6729	NPC313640
Remote Similarity	0.6726	NPC89987
Remote Similarity	0.672	NPC59779
Remote Similarity	0.672	NPC124542
Remote Similarity	0.672	NPC471177
Remote Similarity	0.6719	NPC222174
Remote Similarity	0.6714	NPC292517
Remote Similarity	0.6714	NPC111732
Remote Similarity	0.6684	NPC470498
Remote Similarity	0.6683	NPC163421
Remote Similarity	0.6683	NPC188387
Remote Similarity	0.6649	NPC269919
Remote Similarity	0.6649	NPC132680
Remote Similarity	0.6631	NPC63562
Remote Similarity	0.6631	NPC263455
Remote Similarity	0.662	NPC30570
Remote Similarity	0.6615	NPC98187
Remote Similarity	0.6604	NPC63041
Remote Similarity	0.6598	NPC89562
Remote Similarity	0.6597	NPC263439
Remote Similarity	0.6596	NPC314882
Remote Similarity	0.6591	NPC471322
Remote Similarity	0.659	NPC475408
Remote Similarity	0.659	NPC162812
Remote Similarity	0.659	NPC471014
Remote Similarity	0.6562	NPC41333
Remote Similarity	0.6561	NPC64216
Remote Similarity	0.656	NPC144779
Remote Similarity	0.656	NPC294579
Remote Similarity	0.6558	NPC472553
Remote Similarity	0.6558	NPC476467
Remote Similarity	0.6553	NPC292361
Remote Similarity	0.6552	NPC471313
Remote Similarity	0.6552	NPC471311
Remote Similarity	0.655	NPC284559
Remote Similarity	0.6548	NPC326575
Remote Similarity	0.6547	NPC476492
Remote Similarity	0.6544	NPC477910
Remote Similarity	0.6544	NPC470306
Remote Similarity	0.6537	NPC289786
Remote Similarity	0.6537	NPC106937
Remote Similarity	0.653	NPC472555
Remote Similarity	0.6528	NPC108469
Remote Similarity	0.6528	NPC300631
Remote Similarity	0.6528	NPC54988
Remote Similarity	0.652	NPC170751
Remote Similarity	0.6515	NPC141377
Remote Similarity	0.6515	NPC133261
Remote Similarity	0.6514	NPC6981
Remote Similarity	0.6514	NPC471016
Remote Similarity	0.6513	NPC158129
Remote Similarity	0.651	NPC473057
Remote Similarity	0.651	NPC97367
Remote Similarity	0.651	NPC102423
Remote Similarity	0.6502	NPC472289
Remote Similarity	0.65	NPC472109
Remote Similarity	0.65	NPC472444
Remote Similarity	0.65	NPC48938
Remote Similarity	0.65	NPC472110
Remote Similarity	0.6497	NPC24594
Remote Similarity	0.6497	NPC324611
Remote Similarity	0.6497	NPC472122
Remote Similarity	0.6497	NPC101165
Remote Similarity	0.6495	NPC472550
Remote Similarity	0.6495	NPC304179
Remote Similarity	0.6495	NPC48042
Remote Similarity	0.649	NPC470499
Remote Similarity	0.6485	NPC478006
Remote Similarity	0.6484	NPC314270
Remote Similarity	0.6479	NPC316403
Remote Similarity	0.6473	NPC242209
Remote Similarity	0.6471	NPC95783
Remote Similarity	0.6468	NPC207851
Remote Similarity	0.6468	NPC288349
Remote Similarity	0.6465	NPC5145
Remote Similarity	0.6465	NPC211997
Remote Similarity	0.6461	NPC315467
Remote Similarity	0.646	NPC160666
Remote Similarity	0.6457	NPC475137
Remote Similarity	0.6457	NPC477902
Remote Similarity	0.6457	NPC475498
Remote Similarity	0.6455	NPC84815
Remote Similarity	0.6455	NPC301368
Remote Similarity	0.6452	NPC165837
Remote Similarity	0.6445	NPC476874
Remote Similarity	0.6444	NPC328029
Remote Similarity	0.6441	NPC477911
Remote Similarity	0.6438	NPC477908
Remote Similarity	0.6438	NPC206343
Remote Similarity	0.6436	NPC153769
Remote Similarity	0.6435	NPC320968
Remote Similarity	0.6434	NPC478010
Remote Similarity	0.6434	NPC478009
Remote Similarity	0.6432	NPC472443
Remote Similarity	0.6429	NPC470497
Remote Similarity	0.6429	NPC473506
Remote Similarity	0.6425	NPC311276
Remote Similarity	0.6425	NPC40779
Remote Similarity	0.6422	NPC228331
Remote Similarity	0.6422	NPC319128
Remote Similarity	0.6419	NPC477548
Remote Similarity	0.6418	NPC469358
Remote Similarity	0.6418	NPC472108
Remote Similarity	0.6418	NPC139291
Remote Similarity	0.6414	NPC134586
Remote Similarity	0.6413	NPC471980
Remote Similarity	0.6413	NPC76565
Remote Similarity	0.641	NPC63751
Remote Similarity	0.6409	NPC62367
Remote Similarity	0.6406	NPC131718
Remote Similarity	0.6404	NPC256893
Remote Similarity	0.6402	NPC475835
Remote Similarity	0.6402	NPC312860
Remote Similarity	0.64	NPC187827
Remote Similarity	0.64	NPC472105
Remote Similarity	0.64	NPC314491
Remote Similarity	0.64	NPC211920
Remote Similarity	0.64	NPC124029
Remote Similarity	0.6398	NPC220523
Remote Similarity	0.6396	NPC313791
Remote Similarity	0.6392	NPC477975
Remote Similarity	0.6388	NPC477906
Remote Similarity	0.6385	NPC47059
Remote Similarity	0.6385	NPC118832
Remote Similarity	0.6385	NPC470500
Remote Similarity	0.6385	NPC264166
Remote Similarity	0.6385	NPC329708
Remote Similarity	0.6385	NPC274291
Remote Similarity	0.6385	NPC165349
Remote Similarity	0.6384	NPC473850
Remote Similarity	0.6384	NPC125597
Remote Similarity	0.638	NPC313804
Remote Similarity	0.638	NPC216428
Remote Similarity	0.638	NPC315804
Remote Similarity	0.6377	NPC79293
Remote Similarity	0.6377	NPC279401
Remote Similarity	0.6373	NPC36498
Remote Similarity	0.6372	NPC475362

Drug Structure

NPD2544 OpenBabel08211702172D 34 37 0 0 1 0 0 0 0 0999 V2000 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4508 1.3115 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5172 1.6698 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 -1.2247 1.2247 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 1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1907 1.4836 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.6072 0.3238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5490 2.4171 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5477 2.3648 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8065 1.3989 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.8965 0.0528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5408 -0.0346 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.8301 -0.3055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7401 1.0405 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0044 3.2558 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1770 3.1420 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1194 -0.5765 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1305 -0.9914 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9659 0.2588 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9678 0.8542 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 -8.3180 0.5947 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4584 4.1468 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8186 4.0755 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1858 -0.2181 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 10 2 0 0 0 0 2 6 2 0 0 0 0 2 10 1 0 0 0 0 3 7 2 0 0 0 0 3 13 1 0 0 0 0 4 8 1 0 0 0 0 4 11 1 0 0 0 0 5 19 2 0 0 0 0 6 19 1 0 0 0 0 7 21 1 0 0 0 0 8 26 1 0 0 0 0 9 27 1 0 0 0 0 11 10 1 1 0 0 0 11 29 1 0 0 0 0 12 9 1 1 0 0 0 12 14 1 0 0 0 0 12 28 1 0 0 0 0 13 18 2 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 22 1 6 0 0 0 15 16 1 0 0 0 0 15 23 1 1 0 0 0 16 21 1 1 0 0 0 16 28 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 17 24 1 0 0 0 0 18 31 1 0 0 0 0 22 32 1 0 0 0 0 23 33 1 0 0 0 0 24 34 1 0 0 0 0 25 30 2 0 0 0 0 26 30 1 0 0 0 0 27 30 1 0 0 0 0 29 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002574
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44418783
ChEBI
CAS Number

Drug Properties

Molecular Weight	440.11
ALogP	-2.3535
MLogP	1.9
XLogP	-0.162
HDA	12
HBD	4
Rotatable Bonds	8
TPSA	176.83
RO5 Violation	1