NPASS drugs

Drug Information

Drug ID:	NPD2956
Drug Name:
Molecular Formula:	C18H21N3O4
Canonical SMILES:	OC(=N)CC[C@@H](C(=O)O)N=C([C@H](Cc1ccc2c(c1)cccc2)N)O
Standard InCHI:	InChI=1S/C18H21N3O4/c19-14(17(23)21-15(18(24)25)7-8-16(20)22)10-11-5-6-12-3-1-2-4-13(12)9-11/h1-6,9,14-15H,7-8,10,19H2,(H2,20,22)(H,21,23)(H,24,25)/t14-,15-/m0/s1
Standard InCHIKey:	VSZVSSYQFUFEQG-GJZGRUSLSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2956

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	93
0.1-0.2	597
0.2-0.3	2096
0.3-0.4	9047
0.4-0.5	15096
0.5-0.6	3446
0.6-0.7	462
0.7-0.8	48
0.8-0.85	4
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	0.8696	NPC319579
Intermediate Similarity	0.8348	NPC327481
Intermediate Similarity	0.8235	NPC474584
Intermediate Similarity	0.8151	NPC329011
Intermediate Similarity	0.8087	NPC164859
Intermediate Similarity	0.7953	NPC35996
Intermediate Similarity	0.7886	NPC197470
Intermediate Similarity	0.784	NPC314992
Intermediate Similarity	0.7769	NPC477937
Intermediate Similarity	0.768	NPC2265
Intermediate Similarity	0.7672	NPC12730
Intermediate Similarity	0.7652	NPC10781
Intermediate Similarity	0.7652	NPC293628
Intermediate Similarity	0.7652	NPC122493
Intermediate Similarity	0.7612	NPC246913
Intermediate Similarity	0.7594	NPC325651
Intermediate Similarity	0.7519	NPC71684
Intermediate Similarity	0.75	NPC324569
Intermediate Similarity	0.75	NPC311242
Intermediate Similarity	0.7481	NPC326966
Intermediate Similarity	0.7422	NPC310467
Intermediate Similarity	0.7355	NPC67043
Intermediate Similarity	0.7344	NPC470545
Intermediate Similarity	0.7344	NPC169328
Intermediate Similarity	0.7308	NPC478015
Intermediate Similarity	0.7308	NPC478016
Intermediate Similarity	0.7308	NPC478014
Intermediate Similarity	0.7308	NPC477061
Intermediate Similarity	0.7308	NPC45777
Intermediate Similarity	0.7293	NPC47667
Intermediate Similarity	0.7293	NPC4974
Intermediate Similarity	0.7287	NPC237420
Intermediate Similarity	0.7287	NPC470546
Intermediate Similarity	0.7266	NPC470544
Intermediate Similarity	0.7265	NPC25565
Intermediate Similarity	0.7259	NPC111428
Intermediate Similarity	0.7257	NPC325441
Intermediate Similarity	0.7217	NPC226438
Intermediate Similarity	0.7214	NPC132636
Intermediate Similarity	0.7203	NPC475439
Intermediate Similarity	0.7203	NPC473501
Intermediate Similarity	0.7179	NPC303045
Intermediate Similarity	0.7179	NPC161972
Intermediate Similarity	0.7176	NPC80150
Intermediate Similarity	0.7154	NPC274089
Intermediate Similarity	0.7154	NPC191215
Intermediate Similarity	0.713	NPC258627
Intermediate Similarity	0.713	NPC172128
Intermediate Similarity	0.7068	NPC27581
Intermediate Similarity	0.7059	NPC199738
Intermediate Similarity	0.7059	NPC210950
Intermediate Similarity	0.7049	NPC471317
Intermediate Similarity	0.7045	NPC190663
Remote Similarity	0.6983	NPC316108
Remote Similarity	0.6977	NPC33742
Remote Similarity	0.695	NPC314835
Remote Similarity	0.694	NPC160493
Remote Similarity	0.6929	NPC244866
Remote Similarity	0.6918	NPC314114
Remote Similarity	0.6912	NPC101719
Remote Similarity	0.6911	NPC202613
Remote Similarity	0.6901	NPC478140
Remote Similarity	0.6899	NPC35850
Remote Similarity	0.6899	NPC276949
Remote Similarity	0.6891	NPC172925
Remote Similarity	0.6889	NPC472415
Remote Similarity	0.6885	NPC133809
Remote Similarity	0.6885	NPC128248
Remote Similarity	0.6885	NPC225079
Remote Similarity	0.6885	NPC136810
Remote Similarity	0.687	NPC471638
Remote Similarity	0.686	NPC322598
Remote Similarity	0.6855	NPC88267
Remote Similarity	0.6855	NPC194390
Remote Similarity	0.6855	NPC224610
Remote Similarity	0.6855	NPC113326
Remote Similarity	0.6838	NPC222466
Remote Similarity	0.6835	NPC478147
Remote Similarity	0.6829	NPC318154
Remote Similarity	0.6828	NPC91953
Remote Similarity	0.6822	NPC273814
Remote Similarity	0.68	NPC211551
Remote Similarity	0.6797	NPC313981
Remote Similarity	0.6794	NPC188010
Remote Similarity	0.6788	NPC472414
Remote Similarity	0.6786	NPC183722
Remote Similarity	0.6763	NPC472413
Remote Similarity	0.6763	NPC473322
Remote Similarity	0.6759	NPC197921
Remote Similarity	0.6755	NPC473341
Remote Similarity	0.6755	NPC122590
Remote Similarity	0.6752	NPC470877
Remote Similarity	0.6723	NPC323164
Remote Similarity	0.6716	NPC319950
Remote Similarity	0.6712	NPC161069
Remote Similarity	0.6695	NPC471307
Remote Similarity	0.6695	NPC141139
Remote Similarity	0.6695	NPC159178
Remote Similarity	0.6695	NPC121872
Remote Similarity	0.6695	NPC78041
Remote Similarity	0.6695	NPC74936
Remote Similarity	0.6695	NPC209764
Remote Similarity	0.6692	NPC254088
Remote Similarity	0.6691	NPC476353
Remote Similarity	0.669	NPC48202
Remote Similarity	0.669	NPC239762
Remote Similarity	0.669	NPC163392
Remote Similarity	0.6689	NPC300443
Remote Similarity	0.6667	NPC255447
Remote Similarity	0.6667	NPC127741
Remote Similarity	0.6644	NPC239770
Remote Similarity	0.6643	NPC40488
Remote Similarity	0.6643	NPC71271
Remote Similarity	0.6643	NPC116057
Remote Similarity	0.6643	NPC296712
Remote Similarity	0.6643	NPC90693
Remote Similarity	0.6643	NPC64897
Remote Similarity	0.6642	NPC6975
Remote Similarity	0.6639	NPC226041
Remote Similarity	0.6639	NPC33168
Remote Similarity	0.6639	NPC245259
Remote Similarity	0.6622	NPC315266
Remote Similarity	0.662	NPC45191
Remote Similarity	0.662	NPC42423
Remote Similarity	0.6618	NPC273830
Remote Similarity	0.6617	NPC315276
Remote Similarity	0.6617	NPC281686
Remote Similarity	0.6617	NPC188867
Remote Similarity	0.6617	NPC285926
Remote Similarity	0.6617	NPC106551
Remote Similarity	0.6617	NPC14672
Remote Similarity	0.6614	NPC142326
Remote Similarity	0.6614	NPC94751
Remote Similarity	0.6612	NPC58674
Remote Similarity	0.6609	NPC267704
Remote Similarity	0.6603	NPC471527
Remote Similarity	0.6599	NPC469360
Remote Similarity	0.6599	NPC77905
Remote Similarity	0.6594	NPC22746
Remote Similarity	0.6593	NPC283760
Remote Similarity	0.6579	NPC470274
Remote Similarity	0.6577	NPC262216
Remote Similarity	0.6569	NPC474862
Remote Similarity	0.6567	NPC311737
Remote Similarity	0.6567	NPC38458
Remote Similarity	0.6562	NPC21929
Remote Similarity	0.6558	NPC469903
Remote Similarity	0.6557	NPC3371
Remote Similarity	0.6556	NPC2501
Remote Similarity	0.6552	NPC6913
Remote Similarity	0.6552	NPC43755
Remote Similarity	0.6552	NPC175870
Remote Similarity	0.6547	NPC474926
Remote Similarity	0.6544	NPC200964
Remote Similarity	0.6544	NPC476183
Remote Similarity	0.6533	NPC138775
Remote Similarity	0.6532	NPC221825
Remote Similarity	0.6529	NPC471309
Remote Similarity	0.6525	NPC311753
Remote Similarity	0.6522	NPC44830
Remote Similarity	0.6512	NPC318327
Remote Similarity	0.651	NPC209509
Remote Similarity	0.6507	NPC287358
Remote Similarity	0.6496	NPC203076
Remote Similarity	0.6496	NPC326079
Remote Similarity	0.6496	NPC476281
Remote Similarity	0.6496	NPC476184
Remote Similarity	0.6496	NPC202521
Remote Similarity	0.6493	NPC239357
Remote Similarity	0.6493	NPC82963
Remote Similarity	0.6489	NPC66208
Remote Similarity	0.6486	NPC468984
Remote Similarity	0.6486	NPC57976
Remote Similarity	0.6484	NPC473498
Remote Similarity	0.6483	NPC279045
Remote Similarity	0.6483	NPC113325
Remote Similarity	0.6479	NPC200589
Remote Similarity	0.6474	NPC93343
Remote Similarity	0.6474	NPC324850
Remote Similarity	0.6471	NPC239697
Remote Similarity	0.6466	NPC471318
Remote Similarity	0.6463	NPC476259
Remote Similarity	0.6457	NPC329282
Remote Similarity	0.6449	NPC142577
Remote Similarity	0.6443	NPC52748
Remote Similarity	0.6439	NPC93287
Remote Similarity	0.6438	NPC471265
Remote Similarity	0.6438	NPC471264
Remote Similarity	0.6438	NPC68865
Remote Similarity	0.6438	NPC208725
Remote Similarity	0.6438	NPC61004
Remote Similarity	0.6438	NPC6570
Remote Similarity	0.6433	NPC62104
Remote Similarity	0.6433	NPC1390
Remote Similarity	0.6429	NPC472761
Remote Similarity	0.6423	NPC476990
Remote Similarity	0.6419	NPC269398
Remote Similarity	0.6419	NPC263493
Remote Similarity	0.6417	NPC70940
Remote Similarity	0.6417	NPC86670

Drug Structure

NPD2956 OpenBabel08211702562D 31 32 0 0 1 0 0 0 0 0999 V2000 1.7321 1.0000 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 0.8660 -0.5000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 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 -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 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 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 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -6.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 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 4 1 0 0 0 0 3 12 2 0 0 0 0 4 13 2 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 8 1 0 0 0 0 8 16 1 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 10 11 1 0 0 0 0 12 13 1 0 0 0 0 14 10 1 6 0 0 0 14 17 1 0 0 0 0 14 19 1 0 0 0 0 15 7 1 1 0 0 0 15 18 1 0 0 0 0 15 21 1 0 0 0 0 16 20 2 0 0 0 0 16 22 1 0 0 0 0 17 21 2 3 0 0 0 17 23 1 0 0 0 0 18 24 2 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015108
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	343.15
ALogP	-1.6579
MLogP	2.67
XLogP	2.076
HDA	7
HBD	5
Rotatable Bonds	12
TPSA	139.99
RO5 Violation	0