NPASS drugs

Drug Information

Drug ID:	NPD3959
Drug Name:	C-1311
Molecular Formula:	C20H22N4O2.2ClH.H2O
Canonical SMILES:	CCN(CCNc1ccc2c3c1c(=O)c1cc(O)ccc1n3cn2)CC.O.Cl.Cl
Standard InCHI:	InChI=1S/C20H22N4O2.2ClH.H2O/c1-3-23(4-2)10-9-21-15-6-7-16-19-18(15)20(26)14-11-13(25)5-8-17(14)24(19)12-22-16;;;/h5-8,11-12,21,25H,3-4,9-10H2,1-2H3;2*1H;1H2
Standard InCHIKey:	XJYNBZQTAZDMHZ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3959

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	445
0.1-0.2	2998
0.2-0.3	9787
0.3-0.4	9496
0.4-0.5	5371
0.5-0.6	1903
0.6-0.7	832
0.7-0.8	57
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	0.8	NPC74619
Intermediate Similarity	0.7814	NPC63109
Intermediate Similarity	0.7773	NPC469727
Intermediate Similarity	0.7759	NPC295452
Intermediate Similarity	0.7759	NPC171393
Intermediate Similarity	0.7722	NPC207686
Intermediate Similarity	0.7574	NPC130570
Intermediate Similarity	0.7543	NPC27041
Intermediate Similarity	0.752	NPC178858
Intermediate Similarity	0.7447	NPC276657
Intermediate Similarity	0.7435	NPC309845
Intermediate Similarity	0.7425	NPC322064
Intermediate Similarity	0.7425	NPC62995
Intermediate Similarity	0.7423	NPC77101
Intermediate Similarity	0.7398	NPC39092
Intermediate Similarity	0.7386	NPC477112
Intermediate Similarity	0.7336	NPC477549
Intermediate Similarity	0.7333	NPC157931
Intermediate Similarity	0.7306	NPC476341
Intermediate Similarity	0.7296	NPC219087
Intermediate Similarity	0.7293	NPC475070
Intermediate Similarity	0.7273	NPC171787
Intermediate Similarity	0.7257	NPC474916
Intermediate Similarity	0.7238	NPC220851
Intermediate Similarity	0.7224	NPC97902
Intermediate Similarity	0.7215	NPC243058
Intermediate Similarity	0.7212	NPC90229
Intermediate Similarity	0.7205	NPC211813
Intermediate Similarity	0.7194	NPC179896
Intermediate Similarity	0.719	NPC257851
Intermediate Similarity	0.7182	NPC203635
Intermediate Similarity	0.7155	NPC243850
Intermediate Similarity	0.7155	NPC270918
Intermediate Similarity	0.7149	NPC103687
Intermediate Similarity	0.7149	NPC132631
Intermediate Similarity	0.7143	NPC279189
Intermediate Similarity	0.7143	NPC200553
Intermediate Similarity	0.7143	NPC472259
Intermediate Similarity	0.7124	NPC116555
Intermediate Similarity	0.7119	NPC282247
Intermediate Similarity	0.7117	NPC90415
Intermediate Similarity	0.7113	NPC74360
Intermediate Similarity	0.7113	NPC48317
Intermediate Similarity	0.7111	NPC272458
Intermediate Similarity	0.7101	NPC267811
Intermediate Similarity	0.7082	NPC53344
Intermediate Similarity	0.7076	NPC471603
Intermediate Similarity	0.7068	NPC41679
Intermediate Similarity	0.7061	NPC116622
Intermediate Similarity	0.7061	NPC78767
Intermediate Similarity	0.7061	NPC473814
Intermediate Similarity	0.7056	NPC162002
Intermediate Similarity	0.7032	NPC219848
Intermediate Similarity	0.7028	NPC184225
Intermediate Similarity	0.7016	NPC174489
Intermediate Similarity	0.7004	NPC110182
Intermediate Similarity	0.7	NPC101350
Intermediate Similarity	0.7	NPC256268
Remote Similarity	0.6996	NPC208522
Remote Similarity	0.6996	NPC229893
Remote Similarity	0.6992	NPC5145
Remote Similarity	0.6987	NPC469928
Remote Similarity	0.698	NPC63971
Remote Similarity	0.698	NPC91868
Remote Similarity	0.6974	NPC93390
Remote Similarity	0.697	NPC213308
Remote Similarity	0.6962	NPC9894
Remote Similarity	0.696	NPC324149
Remote Similarity	0.696	NPC26641
Remote Similarity	0.696	NPC99666
Remote Similarity	0.696	NPC235685
Remote Similarity	0.6958	NPC304926
Remote Similarity	0.6958	NPC476041
Remote Similarity	0.6953	NPC476098
Remote Similarity	0.6951	NPC471762
Remote Similarity	0.6948	NPC182222
Remote Similarity	0.6946	NPC237740
Remote Similarity	0.6942	NPC323969
Remote Similarity	0.6933	NPC6865
Remote Similarity	0.6933	NPC153980
Remote Similarity	0.6913	NPC156704
Remote Similarity	0.6909	NPC471743
Remote Similarity	0.6907	NPC477111
Remote Similarity	0.6905	NPC37152
Remote Similarity	0.6897	NPC315491
Remote Similarity	0.6897	NPC45459
Remote Similarity	0.6891	NPC72956
Remote Similarity	0.6889	NPC171171
Remote Similarity	0.6878	NPC61038
Remote Similarity	0.6872	NPC14686
Remote Similarity	0.6867	NPC328924
Remote Similarity	0.6867	NPC49547
Remote Similarity	0.6864	NPC183777
Remote Similarity	0.6861	NPC144114
Remote Similarity	0.6861	NPC477891
Remote Similarity	0.6858	NPC254762
Remote Similarity	0.6857	NPC122436
Remote Similarity	0.6851	NPC314648
Remote Similarity	0.6844	NPC314002
Remote Similarity	0.6842	NPC323244
Remote Similarity	0.6842	NPC478078
Remote Similarity	0.684	NPC77555
Remote Similarity	0.684	NPC74153
Remote Similarity	0.6833	NPC250448
Remote Similarity	0.6831	NPC269270
Remote Similarity	0.6831	NPC250178
Remote Similarity	0.6828	NPC472289
Remote Similarity	0.6826	NPC276517
Remote Similarity	0.6822	NPC477113
Remote Similarity	0.6815	NPC66777
Remote Similarity	0.6809	NPC53144
Remote Similarity	0.6809	NPC200836
Remote Similarity	0.6809	NPC218388
Remote Similarity	0.6804	NPC164664
Remote Similarity	0.6803	NPC472099
Remote Similarity	0.6801	NPC45048
Remote Similarity	0.68	NPC204717
Remote Similarity	0.6798	NPC30540
Remote Similarity	0.6793	NPC193238
Remote Similarity	0.6792	NPC471194
Remote Similarity	0.6792	NPC471193
Remote Similarity	0.6784	NPC278434
Remote Similarity	0.6784	NPC473312
Remote Similarity	0.6783	NPC45850
Remote Similarity	0.6781	NPC81535
Remote Similarity	0.6778	NPC471304
Remote Similarity	0.6777	NPC471192
Remote Similarity	0.6776	NPC473317
Remote Similarity	0.6774	NPC187145
Remote Similarity	0.6774	NPC74575
Remote Similarity	0.6766	NPC57398
Remote Similarity	0.6765	NPC279589
Remote Similarity	0.6765	NPC82548
Remote Similarity	0.6763	NPC207866
Remote Similarity	0.676	NPC119006
Remote Similarity	0.6759	NPC15801
Remote Similarity	0.6757	NPC51854
Remote Similarity	0.6756	NPC220765
Remote Similarity	0.6756	NPC53534
Remote Similarity	0.6752	NPC249040
Remote Similarity	0.6751	NPC175602
Remote Similarity	0.675	NPC242923
Remote Similarity	0.6747	NPC156003
Remote Similarity	0.6742	NPC208060
Remote Similarity	0.6739	NPC477633
Remote Similarity	0.6737	NPC223427
Remote Similarity	0.6736	NPC476116
Remote Similarity	0.6735	NPC272174
Remote Similarity	0.6733	NPC132329
Remote Similarity	0.6733	NPC267078
Remote Similarity	0.6733	NPC935
Remote Similarity	0.6732	NPC160898
Remote Similarity	0.6723	NPC314297
Remote Similarity	0.6723	NPC315545
Remote Similarity	0.6721	NPC264285
Remote Similarity	0.6718	NPC303374
Remote Similarity	0.6718	NPC9729
Remote Similarity	0.671	NPC473821
Remote Similarity	0.6709	NPC470500
Remote Similarity	0.6709	NPC476167
Remote Similarity	0.6707	NPC6215
Remote Similarity	0.6706	NPC474357
Remote Similarity	0.6694	NPC125597
Remote Similarity	0.6693	NPC28945
Remote Similarity	0.6693	NPC142385
Remote Similarity	0.6692	NPC472067
Remote Similarity	0.6692	NPC472066
Remote Similarity	0.6692	NPC478083
Remote Similarity	0.6692	NPC472031
Remote Similarity	0.6681	NPC313345
Remote Similarity	0.6681	NPC315638
Remote Similarity	0.6681	NPC313796
Remote Similarity	0.6681	NPC314855
Remote Similarity	0.668	NPC293151
Remote Similarity	0.668	NPC294375
Remote Similarity	0.6667	NPC192315
Remote Similarity	0.6667	NPC132385
Remote Similarity	0.6667	NPC17273
Remote Similarity	0.6667	NPC135601
Remote Similarity	0.6667	NPC24370
Remote Similarity	0.6667	NPC141612
Remote Similarity	0.6667	NPC319232
Remote Similarity	0.6654	NPC35042
Remote Similarity	0.6653	NPC88008
Remote Similarity	0.6653	NPC322482
Remote Similarity	0.6653	NPC471944
Remote Similarity	0.6653	NPC326363
Remote Similarity	0.6652	NPC184964
Remote Similarity	0.6642	NPC478006
Remote Similarity	0.664	NPC60621
Remote Similarity	0.664	NPC474896
Remote Similarity	0.6639	NPC85273
Remote Similarity	0.6639	NPC314834
Remote Similarity	0.6639	NPC477110
Remote Similarity	0.6639	NPC470020
Remote Similarity	0.6639	NPC330009
Remote Similarity	0.6638	NPC326422
Remote Similarity	0.6638	NPC280714
Remote Similarity	0.663	NPC314222
Remote Similarity	0.663	NPC196449

Drug Structure

NPD3959 OpenBabel08211704332D 33 33 0 0 0 0 0 0 0 0999 V2000 6.3002 -7.9709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5649 -6.8317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6425 -7.2407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9072 -6.1015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2965 -1.9805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4041 -2.9624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4039 -1.9795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1475 -1.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5918 -4.6412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2883 -5.5758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1479 -3.4546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8499 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2967 -2.9633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9989 -2.9630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5528 -3.4539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5524 -1.4880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9988 -1.9802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7017 -2.9627 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7015 -1.9799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8504 -3.4543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5530 -4.4367 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5523 -0.5051 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.9460 -6.3060 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8500 -1.4883 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4010 -3.4807 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8506 -4.4645 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8594 0.9779 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 12.3998 -2.5799 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 12.3998 -0.5051 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2107 -5.1668 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5051 -2.9637 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.3998 -0.5051 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.3998 -0.5051 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 23 1 0 0 0 0 4 23 1 0 0 0 0 5 8 2 0 0 0 0 5 13 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 9 21 1 0 0 0 0 10 23 1 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 22 2 0 0 0 0 12 24 1 0 0 0 0 13 25 1 0 0 0 0 14 17 2 0 0 0 0 14 20 1 0 0 0 0 15 18 2 0 0 0 0 15 21 1 0 0 0 0 16 19 2 0 0 0 0 16 22 1 0 0 0 0 17 24 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 19 24 1 0 0 0 0 20 26 2 0 0 0 0 21 30 1 0 0 0 0 25 31 1 0 0 0 0 29 32 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	350.17
ALogP	-0.3895
MLogP	3
XLogP	2.179
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	69.87
RO5 Violation	0