NPASS drugs

Drug Information

Drug ID:	NPD4555
Drug Name:
Molecular Formula:	C21H25N3O3
Canonical SMILES:	COCCO[C@H]1[C@H](O)[C@H](Nc2c1ccn1c2nc(c1C)C)c1ccccc1
Standard InCHI:	InChI=1S/C21H25N3O3/c1-13-14(2)24-10-9-16-18(21(24)22-13)23-17(15-7-5-4-6-8-15)19(25)20(16)27-12-11-26-3/h4-10,17,19-20,23,25H,11-12H2,1-3H3/t17-,19-,20-/m1/s1
Standard InCHIKey:	PWILYDZRJORZDR-MISYRCLQSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4555

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	347
0.1-0.2	2332
0.2-0.3	10271
0.3-0.4	12592
0.4-0.5	2488
0.5-0.6	1712
0.6-0.7	1092
0.7-0.8	54
0.8-0.85	2
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	0.8091	NPC160666
Intermediate Similarity	0.8037	NPC107160
Intermediate Similarity	0.7928	NPC21461
Intermediate Similarity	0.788	NPC250178
Intermediate Similarity	0.7685	NPC471603
Intermediate Similarity	0.75	NPC317054
Intermediate Similarity	0.7415	NPC284678
Intermediate Similarity	0.7366	NPC48938
Intermediate Similarity	0.7356	NPC472289
Intermediate Similarity	0.7345	NPC130570
Intermediate Similarity	0.7323	NPC476446
Intermediate Similarity	0.7323	NPC78375
Intermediate Similarity	0.7323	NPC469813
Intermediate Similarity	0.7273	NPC5145
Intermediate Similarity	0.724	NPC242923
Intermediate Similarity	0.7233	NPC314394
Intermediate Similarity	0.7212	NPC62510
Intermediate Similarity	0.721	NPC158055
Intermediate Similarity	0.7198	NPC472109
Intermediate Similarity	0.7198	NPC472110
Intermediate Similarity	0.7174	NPC476492
Intermediate Similarity	0.7173	NPC171393
Intermediate Similarity	0.7173	NPC295452
Intermediate Similarity	0.7163	NPC239954
Intermediate Similarity	0.7143	NPC150447
Intermediate Similarity	0.7136	NPC198673
Intermediate Similarity	0.7136	NPC133261
Intermediate Similarity	0.7123	NPC470500
Intermediate Similarity	0.7122	NPC150048
Intermediate Similarity	0.7122	NPC203754
Intermediate Similarity	0.7101	NPC39092
Intermediate Similarity	0.7098	NPC469592
Intermediate Similarity	0.7098	NPC282247
Intermediate Similarity	0.7098	NPC471080
Intermediate Similarity	0.7093	NPC308906
Intermediate Similarity	0.7093	NPC193267
Intermediate Similarity	0.7093	NPC213530
Intermediate Similarity	0.7083	NPC265576
Intermediate Similarity	0.7083	NPC168911
Intermediate Similarity	0.7072	NPC469589
Intermediate Similarity	0.7069	NPC314954
Intermediate Similarity	0.7064	NPC54537
Intermediate Similarity	0.7048	NPC188387
Intermediate Similarity	0.7048	NPC163421
Intermediate Similarity	0.7045	NPC475070
Intermediate Similarity	0.7045	NPC470505
Intermediate Similarity	0.7026	NPC110151
Intermediate Similarity	0.7018	NPC19872
Intermediate Similarity	0.7009	NPC54981
Intermediate Similarity	0.7005	NPC211997
Intermediate Similarity	0.7005	NPC212213
Intermediate Similarity	0.7005	NPC469975
Intermediate Similarity	0.7	NPC477795
Intermediate Similarity	0.7	NPC477796
Intermediate Similarity	0.7	NPC477805
Intermediate Similarity	0.7	NPC477806
Remote Similarity	0.6996	NPC472031
Remote Similarity	0.6996	NPC472067
Remote Similarity	0.6996	NPC472066
Remote Similarity	0.6995	NPC95783
Remote Similarity	0.6983	NPC103687
Remote Similarity	0.6983	NPC132631
Remote Similarity	0.6979	NPC89987
Remote Similarity	0.6975	NPC30540
Remote Similarity	0.6974	NPC469594
Remote Similarity	0.6966	NPC69843
Remote Similarity	0.6964	NPC123976
Remote Similarity	0.6964	NPC167860
Remote Similarity	0.6962	NPC295228
Remote Similarity	0.6961	NPC317430
Remote Similarity	0.696	NPC472027
Remote Similarity	0.696	NPC251936
Remote Similarity	0.6957	NPC134586
Remote Similarity	0.6957	NPC24594
Remote Similarity	0.6957	NPC472122
Remote Similarity	0.6957	NPC471506
Remote Similarity	0.6952	NPC139291
Remote Similarity	0.6952	NPC472108
Remote Similarity	0.695	NPC138018
Remote Similarity	0.6941	NPC176538
Remote Similarity	0.694	NPC313884
Remote Similarity	0.694	NPC98371
Remote Similarity	0.6937	NPC475288
Remote Similarity	0.6937	NPC472111
Remote Similarity	0.693	NPC324149
Remote Similarity	0.6923	NPC326575
Remote Similarity	0.6923	NPC103388
Remote Similarity	0.6911	NPC314882
Remote Similarity	0.6909	NPC232727
Remote Similarity	0.6907	NPC469554
Remote Similarity	0.6906	NPC473362
Remote Similarity	0.6906	NPC166492
Remote Similarity	0.6905	NPC219963
Remote Similarity	0.6905	NPC161887
Remote Similarity	0.6901	NPC313514
Remote Similarity	0.6897	NPC311276
Remote Similarity	0.6897	NPC64216
Remote Similarity	0.6897	NPC102423
Remote Similarity	0.6894	NPC115595
Remote Similarity	0.6894	NPC470730
Remote Similarity	0.6894	NPC477175
Remote Similarity	0.6887	NPC15102
Remote Similarity	0.6883	NPC310118
Remote Similarity	0.6881	NPC267928
Remote Similarity	0.6875	NPC71238
Remote Similarity	0.6872	NPC221100
Remote Similarity	0.6872	NPC469358
Remote Similarity	0.6872	NPC234078
Remote Similarity	0.6864	NPC475859
Remote Similarity	0.6864	NPC470497
Remote Similarity	0.6864	NPC475969
Remote Similarity	0.686	NPC313791
Remote Similarity	0.6857	NPC472105
Remote Similarity	0.6857	NPC187827
Remote Similarity	0.6856	NPC304926
Remote Similarity	0.6856	NPC238945
Remote Similarity	0.6856	NPC312645
Remote Similarity	0.6856	NPC476041
Remote Similarity	0.685	NPC476219
Remote Similarity	0.6849	NPC470499
Remote Similarity	0.6844	NPC472068
Remote Similarity	0.684	NPC284559
Remote Similarity	0.6835	NPC165743
Remote Similarity	0.6833	NPC469308
Remote Similarity	0.6828	NPC26679
Remote Similarity	0.6828	NPC118940
Remote Similarity	0.6816	NPC264166
Remote Similarity	0.6816	NPC274291
Remote Similarity	0.6816	NPC165349
Remote Similarity	0.6816	NPC329708
Remote Similarity	0.6816	NPC47059
Remote Similarity	0.6816	NPC118832
Remote Similarity	0.6814	NPC40779
Remote Similarity	0.6814	NPC123839
Remote Similarity	0.6812	NPC158129
Remote Similarity	0.681	NPC141377
Remote Similarity	0.6809	NPC187145
Remote Similarity	0.6802	NPC193761
Remote Similarity	0.68	NPC314957
Remote Similarity	0.68	NPC287208
Remote Similarity	0.68	NPC478006
Remote Similarity	0.6798	NPC131718
Remote Similarity	0.6798	NPC473757
Remote Similarity	0.6796	NPC63751
Remote Similarity	0.6787	NPC249040
Remote Similarity	0.6786	NPC238457
Remote Similarity	0.6784	NPC320968
Remote Similarity	0.6783	NPC472285
Remote Similarity	0.6779	NPC472123
Remote Similarity	0.6777	NPC81175
Remote Similarity	0.6777	NPC99891
Remote Similarity	0.6776	NPC471891
Remote Similarity	0.6772	NPC315467
Remote Similarity	0.6771	NPC476138
Remote Similarity	0.6771	NPC245816
Remote Similarity	0.677	NPC174672
Remote Similarity	0.6769	NPC250835
Remote Similarity	0.6765	NPC470203
Remote Similarity	0.6765	NPC71079
Remote Similarity	0.6762	NPC472434
Remote Similarity	0.6761	NPC56271
Remote Similarity	0.6758	NPC251090
Remote Similarity	0.6756	NPC243850
Remote Similarity	0.6751	NPC477176
Remote Similarity	0.6751	NPC116622
Remote Similarity	0.6751	NPC470729
Remote Similarity	0.6749	NPC230869
Remote Similarity	0.6748	NPC54988
Remote Similarity	0.6748	NPC125659
Remote Similarity	0.6748	NPC168702
Remote Similarity	0.6748	NPC49954
Remote Similarity	0.6748	NPC474561
Remote Similarity	0.6745	NPC478009
Remote Similarity	0.6745	NPC478010
Remote Similarity	0.6745	NPC266551
Remote Similarity	0.6745	NPC233936
Remote Similarity	0.6743	NPC307963
Remote Similarity	0.6743	NPC226202
Remote Similarity	0.6742	NPC476167
Remote Similarity	0.6742	NPC32200
Remote Similarity	0.6739	NPC8022
Remote Similarity	0.6739	NPC470799
Remote Similarity	0.6738	NPC60621
Remote Similarity	0.6737	NPC6215
Remote Similarity	0.6736	NPC471614
Remote Similarity	0.6732	NPC474217
Remote Similarity	0.6731	NPC470498
Remote Similarity	0.6731	NPC89562
Remote Similarity	0.6726	NPC473761
Remote Similarity	0.6726	NPC82548
Remote Similarity	0.6726	NPC266249
Remote Similarity	0.6725	NPC54744
Remote Similarity	0.6725	NPC89508
Remote Similarity	0.6725	NPC266931
Remote Similarity	0.6723	NPC474877
Remote Similarity	0.6723	NPC477177
Remote Similarity	0.6723	NPC125597
Remote Similarity	0.6716	NPC470204
Remote Similarity	0.6715	NPC319456
Remote Similarity	0.6712	NPC315957

Drug Structure

NPD4555 OpenBabel08211705262D 29 32 0 0 1 0 0 0 0 0999 V2000 -0.8364 -2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 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 -0.3364 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 2 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 3.4641 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 2 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 0.6581 -1.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 5.1962 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 26 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 10 2 0 0 0 0 9 16 1 0 0 0 0 10 24 1 0 0 0 0 11 12 1 0 0 0 0 11 26 1 0 0 0 0 12 27 1 0 0 0 0 13 14 2 0 0 0 0 13 22 1 0 0 0 0 14 24 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 17 15 1 1 0 0 0 17 19 1 0 0 0 0 17 23 1 0 0 0 0 18 21 1 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 19 25 1 6 0 0 0 20 27 1 1 0 0 0 21 22 2 0 0 0 0 21 24 1 0 0 0 0 23 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001351
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	367.19
ALogP	-0.3224
MLogP	3.11
XLogP	3.757
HDA	6
HBD	2
Rotatable Bonds	9
TPSA	68.02
RO5 Violation	0