NPASS drugs

Drug Information

Drug ID:	NPD4554
Drug Name:
Molecular Formula:	C21H25N3O3
Canonical SMILES:	OC(=O)C[C@@H]1CC[C@H](CC1)c1ccc(cc1)c1nc(C(=N)O)c(nc1C)C
Standard InCHI:	InChI=1S/C21H25N3O3/c1-12-19(24-20(21(22)27)13(2)23-12)17-9-7-16(8-10-17)15-5-3-14(4-6-15)11-18(25)26/h7-10,14-15H,3-6,11H2,1-2H3,(H2,22,27)(H,25,26)/t14-,15-
Standard InCHIKey:	YXFNPRHZMOGREC-SHTZXODSSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4554

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	195
0.1-0.2	962
0.2-0.3	5094
0.3-0.4	12970
0.4-0.5	8172
0.5-0.6	2043
0.6-0.7	1320
0.7-0.8	133
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	0.8092	NPC243058
Intermediate Similarity	0.7955	NPC90415
Intermediate Similarity	0.7943	NPC203635
Intermediate Similarity	0.7861	NPC219848
Intermediate Similarity	0.7857	NPC141454
Intermediate Similarity	0.7844	NPC322644
Intermediate Similarity	0.7816	NPC256268
Intermediate Similarity	0.7791	NPC288445
Intermediate Similarity	0.7701	NPC165599
Intermediate Similarity	0.7622	NPC474916
Intermediate Similarity	0.7614	NPC219336
Intermediate Similarity	0.7566	NPC314648
Intermediate Similarity	0.7557	NPC183662
Intermediate Similarity	0.7557	NPC217372
Intermediate Similarity	0.7557	NPC15573
Intermediate Similarity	0.7487	NPC244741
Intermediate Similarity	0.7473	NPC175474
Intermediate Similarity	0.746	NPC57398
Intermediate Similarity	0.7443	NPC469938
Intermediate Similarity	0.7435	NPC313345
Intermediate Similarity	0.7435	NPC314855
Intermediate Similarity	0.7435	NPC315638
Intermediate Similarity	0.7435	NPC313796
Intermediate Similarity	0.743	NPC314394
Intermediate Similarity	0.7418	NPC472323
Intermediate Similarity	0.7411	NPC312645
Intermediate Similarity	0.7396	NPC315545
Intermediate Similarity	0.7396	NPC314297
Intermediate Similarity	0.7389	NPC143533
Intermediate Similarity	0.7374	NPC15840
Intermediate Similarity	0.7374	NPC469896
Intermediate Similarity	0.7363	NPC62749
Intermediate Similarity	0.7347	NPC89508
Intermediate Similarity	0.7345	NPC303225
Intermediate Similarity	0.7318	NPC213468
Intermediate Similarity	0.7312	NPC45850
Intermediate Similarity	0.7303	NPC84347
Intermediate Similarity	0.7293	NPC48938
Intermediate Similarity	0.7288	NPC477976
Intermediate Similarity	0.7283	NPC111602
Intermediate Similarity	0.7283	NPC63199
Intermediate Similarity	0.7283	NPC196251
Intermediate Similarity	0.7283	NPC183805
Intermediate Similarity	0.7283	NPC102338
Intermediate Similarity	0.7282	NPC314834
Intermediate Similarity	0.7268	NPC478077
Intermediate Similarity	0.7257	NPC41717
Intermediate Similarity	0.7253	NPC472119
Intermediate Similarity	0.7251	NPC141353
Intermediate Similarity	0.7249	NPC102008
Intermediate Similarity	0.7249	NPC52557
Intermediate Similarity	0.724	NPC476098
Intermediate Similarity	0.7234	NPC245916
Intermediate Similarity	0.7232	NPC6982
Intermediate Similarity	0.7225	NPC471944
Intermediate Similarity	0.7216	NPC44161
Intermediate Similarity	0.7209	NPC299594
Intermediate Similarity	0.7202	NPC132539
Intermediate Similarity	0.7191	NPC191310
Intermediate Similarity	0.7181	NPC289299
Intermediate Similarity	0.7181	NPC57994
Intermediate Similarity	0.7179	NPC266249
Intermediate Similarity	0.7174	NPC314573
Intermediate Similarity	0.7174	NPC194040
Intermediate Similarity	0.7173	NPC313985
Intermediate Similarity	0.7173	NPC79129
Intermediate Similarity	0.7173	NPC195461
Intermediate Similarity	0.7173	NPC249150
Intermediate Similarity	0.7173	NPC49196
Intermediate Similarity	0.7173	NPC81654
Intermediate Similarity	0.7158	NPC50503
Intermediate Similarity	0.7158	NPC207851
Intermediate Similarity	0.7158	NPC320394
Intermediate Similarity	0.7151	NPC329858
Intermediate Similarity	0.7143	NPC113626
Intermediate Similarity	0.7143	NPC159319
Intermediate Similarity	0.7143	NPC21174
Intermediate Similarity	0.7143	NPC271797
Intermediate Similarity	0.7136	NPC477979
Intermediate Similarity	0.7135	NPC158129
Intermediate Similarity	0.7127	NPC126709
Intermediate Similarity	0.7127	NPC248041
Intermediate Similarity	0.7126	NPC242556
Intermediate Similarity	0.7111	NPC267885
Intermediate Similarity	0.7108	NPC229893
Intermediate Similarity	0.7107	NPC123839
Intermediate Similarity	0.7105	NPC474188
Intermediate Similarity	0.7101	NPC257142
Intermediate Similarity	0.7097	NPC61435
Intermediate Similarity	0.7091	NPC85443
Intermediate Similarity	0.709	NPC19692
Intermediate Similarity	0.709	NPC181502
Intermediate Similarity	0.709	NPC220151
Intermediate Similarity	0.709	NPC276517
Intermediate Similarity	0.709	NPC85066
Intermediate Similarity	0.7088	NPC91179
Intermediate Similarity	0.7086	NPC315214
Intermediate Similarity	0.7086	NPC47298
Intermediate Similarity	0.7085	NPC250448
Intermediate Similarity	0.7081	NPC94752
Intermediate Similarity	0.7074	NPC55493
Intermediate Similarity	0.7068	NPC212213
Intermediate Similarity	0.7068	NPC306376
Intermediate Similarity	0.7065	NPC470003
Intermediate Similarity	0.7065	NPC228835
Intermediate Similarity	0.7059	NPC144381
Intermediate Similarity	0.7059	NPC187951
Intermediate Similarity	0.7059	NPC37548
Intermediate Similarity	0.7059	NPC206967
Intermediate Similarity	0.7059	NPC314333
Intermediate Similarity	0.7056	NPC203468
Intermediate Similarity	0.7056	NPC149155
Intermediate Similarity	0.7056	NPC110500
Intermediate Similarity	0.7053	NPC33949
Intermediate Similarity	0.7045	NPC271734
Intermediate Similarity	0.7045	NPC32028
Intermediate Similarity	0.7044	NPC278451
Intermediate Similarity	0.7037	NPC230403
Intermediate Similarity	0.7033	NPC283219
Intermediate Similarity	0.7031	NPC241024
Intermediate Similarity	0.7027	NPC476319
Intermediate Similarity	0.7022	NPC78020
Intermediate Similarity	0.7021	NPC472097
Intermediate Similarity	0.7021	NPC473763
Intermediate Similarity	0.7021	NPC117244
Intermediate Similarity	0.702	NPC234999
Intermediate Similarity	0.7017	NPC150048
Intermediate Similarity	0.7017	NPC203754
Intermediate Similarity	0.7015	NPC330009
Intermediate Similarity	0.7015	NPC469928
Intermediate Similarity	0.7006	NPC60553
Intermediate Similarity	0.7005	NPC321708
Intermediate Similarity	0.7005	NPC221873
Intermediate Similarity	0.7	NPC472123
Remote Similarity	0.6995	NPC128265
Remote Similarity	0.6995	NPC312870
Remote Similarity	0.6995	NPC199851
Remote Similarity	0.6995	NPC294909
Remote Similarity	0.6995	NPC254240
Remote Similarity	0.6994	NPC471458
Remote Similarity	0.6994	NPC207726
Remote Similarity	0.6989	NPC99428
Remote Similarity	0.6989	NPC235684
Remote Similarity	0.6978	NPC84827
Remote Similarity	0.6978	NPC14113
Remote Similarity	0.6978	NPC326575
Remote Similarity	0.6978	NPC28848
Remote Similarity	0.6978	NPC234987
Remote Similarity	0.6978	NPC145885
Remote Similarity	0.6978	NPC14325
Remote Similarity	0.6977	NPC284348
Remote Similarity	0.6973	NPC258480
Remote Similarity	0.6973	NPC284678
Remote Similarity	0.6968	NPC472112
Remote Similarity	0.6963	NPC472116
Remote Similarity	0.6959	NPC124005
Remote Similarity	0.6954	NPC285469
Remote Similarity	0.6952	NPC278434
Remote Similarity	0.695	NPC244856
Remote Similarity	0.695	NPC118940
Remote Similarity	0.695	NPC475778
Remote Similarity	0.6949	NPC476118
Remote Similarity	0.6941	NPC129042
Remote Similarity	0.6941	NPC478186
Remote Similarity	0.6939	NPC470500
Remote Similarity	0.6936	NPC200743
Remote Similarity	0.6935	NPC79062
Remote Similarity	0.6935	NPC472107
Remote Similarity	0.6934	NPC57453
Remote Similarity	0.6931	NPC322064
Remote Similarity	0.6927	NPC317430
Remote Similarity	0.6923	NPC134586
Remote Similarity	0.6919	NPC470280
Remote Similarity	0.6915	NPC31700
Remote Similarity	0.6914	NPC116573
Remote Similarity	0.6907	NPC214428
Remote Similarity	0.6906	NPC161861
Remote Similarity	0.6906	NPC259545
Remote Similarity	0.6904	NPC238457
Remote Similarity	0.6898	NPC66210
Remote Similarity	0.6898	NPC160381
Remote Similarity	0.6897	NPC38736
Remote Similarity	0.6897	NPC470507
Remote Similarity	0.6895	NPC324149
Remote Similarity	0.6895	NPC472113
Remote Similarity	0.6893	NPC194881
Remote Similarity	0.6891	NPC239954
Remote Similarity	0.6889	NPC126481
Remote Similarity	0.6885	NPC211997
Remote Similarity	0.6884	NPC284102
Remote Similarity	0.6878	NPC272174
Remote Similarity	0.6875	NPC67056
Remote Similarity	0.6872	NPC470509
Remote Similarity	0.6868	NPC329688
Remote Similarity	0.6868	NPC189812
Remote Similarity	0.6863	NPC473310
Remote Similarity	0.6859	NPC81802
Remote Similarity	0.6859	NPC247735
Remote Similarity	0.6859	NPC472210
Remote Similarity	0.6859	NPC269886

Drug Structure

NPD4554 OpenBabel08211705262D 30 32 0 0 1 0 0 0 0 0999 V2000 -0.8660 2.5000 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 5.1962 3.0000 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 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 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 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 6.9282 4.0000 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 -0.8660 -0.5000 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 -1.7321 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 13 1 0 0 0 0 3 5 1 0 0 0 0 3 14 1 0 0 0 0 4 6 1 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 15 1 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 12 23 2 0 0 0 0 13 20 2 0 0 0 0 13 23 1 0 0 0 0 14 11 1 1 0 0 0 15 16 1 6 0 0 0 17 19 1 0 0 0 0 18 25 2 0 0 0 0 18 26 1 0 0 0 0 19 24 2 0 0 0 0 20 21 1 0 0 0 0 20 24 1 0 0 0 0 21 22 2 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 26 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001155
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	367.19
ALogP	1.0026
MLogP	3.11
XLogP	5.981
HDA	6
HBD	3
Rotatable Bonds	9
TPSA	107.16
RO5 Violation	1