NPASS drugs

Drug Information

Drug ID:	NPD3800
Drug Name:
Molecular Formula:	C20H17N3O4
Canonical SMILES:	CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4cccc(c4cc3Cn1c2=O)N
Standard InCHI:	InChI=1S/C20H17N3O4/c1-2-20(26)13-7-16-17-10(6-11-14(21)4-3-5-15(11)22-17)8-23(16)18(24)12(13)9-27-19(20)25/h3-7,26H,2,8-9,21H2,1H3/t20-/m0/s1
Standard InCHIKey:	FUXVKZWTXQUGMW-FQEVSTJZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3800

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	178
0.1-0.2	1275
0.2-0.3	6768
0.3-0.4	13752
0.4-0.5	5532
0.5-0.6	2037
0.6-0.7	1244
0.7-0.8	92
0.8-0.85	2
0.85-0.9	5
0.9-0.95	3
0.95-1	2

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	1.0	NPC192674
High Similarity	0.9602	NPC129909
High Similarity	0.927	NPC61435
High Similarity	0.9266	NPC311858
High Similarity	0.9153	NPC470003
High Similarity	0.887	NPC28848
High Similarity	0.887	NPC14325
High Similarity	0.8622	NPC151781
High Similarity	0.8622	NPC74562
High Similarity	0.8622	NPC316181
Intermediate Similarity	0.8366	NPC128115
Intermediate Similarity	0.8325	NPC477548
Intermediate Similarity	0.7594	NPC65080
Intermediate Similarity	0.75	NPC24864
Intermediate Similarity	0.745	NPC245916
Intermediate Similarity	0.7427	NPC474905
Intermediate Similarity	0.7366	NPC476115
Intermediate Similarity	0.734	NPC241024
Intermediate Similarity	0.7323	NPC175474
Intermediate Similarity	0.7317	NPC123019
Intermediate Similarity	0.7313	NPC19692
Intermediate Similarity	0.7313	NPC220151
Intermediate Similarity	0.7302	NPC470509
Intermediate Similarity	0.73	NPC55493
Intermediate Similarity	0.7295	NPC277350
Intermediate Similarity	0.7283	NPC281094
Intermediate Similarity	0.7268	NPC471944
Intermediate Similarity	0.7243	NPC471458
Intermediate Similarity	0.7243	NPC82070
Intermediate Similarity	0.7238	NPC470440
Intermediate Similarity	0.7236	NPC63199
Intermediate Similarity	0.7236	NPC111602
Intermediate Similarity	0.7236	NPC196251
Intermediate Similarity	0.7236	NPC102338
Intermediate Similarity	0.7228	NPC289299
Intermediate Similarity	0.7228	NPC57994
Intermediate Similarity	0.722	NPC312870
Intermediate Similarity	0.722	NPC128265
Intermediate Similarity	0.722	NPC254240
Intermediate Similarity	0.722	NPC199851
Intermediate Similarity	0.722	NPC294909
Intermediate Similarity	0.7209	NPC52254
Intermediate Similarity	0.7207	NPC238499
Intermediate Similarity	0.7206	NPC212213
Intermediate Similarity	0.7206	NPC239954
Intermediate Similarity	0.7206	NPC52557
Intermediate Similarity	0.7172	NPC280290
Intermediate Similarity	0.717	NPC235900
Intermediate Similarity	0.7166	NPC299594
Intermediate Similarity	0.7163	NPC174788
Intermediate Similarity	0.715	NPC476114
Intermediate Similarity	0.7143	NPC91179
Intermediate Similarity	0.7136	NPC249150
Intermediate Similarity	0.7136	NPC81654
Intermediate Similarity	0.7136	NPC49196
Intermediate Similarity	0.7136	NPC195461
Intermediate Similarity	0.7136	NPC79129
Intermediate Similarity	0.7136	NPC313985
Intermediate Similarity	0.7129	NPC472113
Intermediate Similarity	0.7128	NPC326575
Intermediate Similarity	0.7122	NPC168911
Intermediate Similarity	0.7108	NPC102592
Intermediate Similarity	0.7108	NPC79356
Intermediate Similarity	0.7105	NPC8104
Intermediate Similarity	0.7103	NPC471284
Intermediate Similarity	0.7103	NPC477979
Intermediate Similarity	0.71	NPC472323
Intermediate Similarity	0.7098	NPC470498
Intermediate Similarity	0.7092	NPC270009
Intermediate Similarity	0.709	NPC473320
Intermediate Similarity	0.7087	NPC32200
Intermediate Similarity	0.708	NPC470785
Intermediate Similarity	0.708	NPC470784
Intermediate Similarity	0.7078	NPC475271
Intermediate Similarity	0.7071	NPC472108
Intermediate Similarity	0.7071	NPC139291
Intermediate Similarity	0.7071	NPC472110
Intermediate Similarity	0.7071	NPC472109
Intermediate Similarity	0.7065	NPC46413
Intermediate Similarity	0.7062	NPC161861
Intermediate Similarity	0.7059	NPC470507
Intermediate Similarity	0.7053	NPC470497
Intermediate Similarity	0.7053	NPC214428
Intermediate Similarity	0.705	NPC66210
Intermediate Similarity	0.7039	NPC50503
Intermediate Similarity	0.7039	NPC470499
Intermediate Similarity	0.7037	NPC96131
Intermediate Similarity	0.7037	NPC312645
Intermediate Similarity	0.7035	NPC228835
Intermediate Similarity	0.7035	NPC21429
Intermediate Similarity	0.7035	NPC184680
Intermediate Similarity	0.703	NPC472112
Intermediate Similarity	0.703	NPC314333
Intermediate Similarity	0.7027	NPC37548
Intermediate Similarity	0.7016	NPC271734
Intermediate Similarity	0.7016	NPC478184
Intermediate Similarity	0.7016	NPC478182
Intermediate Similarity	0.7011	NPC478186
Intermediate Similarity	0.701	NPC198673
Intermediate Similarity	0.7005	NPC12649
Intermediate Similarity	0.7005	NPC11126
Intermediate Similarity	0.7	NPC472107
Intermediate Similarity	0.7	NPC133003
Intermediate Similarity	0.7	NPC79062
Remote Similarity	0.699	NPC472122
Remote Similarity	0.699	NPC24594
Remote Similarity	0.6985	NPC472104
Remote Similarity	0.6985	NPC469358
Remote Similarity	0.6985	NPC472444
Remote Similarity	0.6978	NPC277157
Remote Similarity	0.6977	NPC317752
Remote Similarity	0.6974	NPC472123
Remote Similarity	0.697	NPC15840
Remote Similarity	0.6965	NPC135601
Remote Similarity	0.6965	NPC478077
Remote Similarity	0.6965	NPC141612
Remote Similarity	0.6965	NPC17273
Remote Similarity	0.6963	NPC194881
Remote Similarity	0.6955	NPC155444
Remote Similarity	0.695	NPC472119
Remote Similarity	0.695	NPC258480
Remote Similarity	0.6938	NPC300183
Remote Similarity	0.6933	NPC89987
Remote Similarity	0.693	NPC318299
Remote Similarity	0.6927	NPC271797
Remote Similarity	0.6927	NPC21174
Remote Similarity	0.6923	NPC14812
Remote Similarity	0.6923	NPC6982
Remote Similarity	0.6919	NPC133261
Remote Similarity	0.6919	NPC472443
Remote Similarity	0.6912	NPC472097
Remote Similarity	0.6909	NPC2395
Remote Similarity	0.6908	NPC469736
Remote Similarity	0.6907	NPC472435
Remote Similarity	0.6907	NPC317430
Remote Similarity	0.6905	NPC162730
Remote Similarity	0.6903	NPC323752
Remote Similarity	0.6903	NPC323198
Remote Similarity	0.6902	NPC242556
Remote Similarity	0.69	NPC470205
Remote Similarity	0.6898	NPC89508
Remote Similarity	0.6897	NPC34271
Remote Similarity	0.6888	NPC34508
Remote Similarity	0.6884	NPC472105
Remote Similarity	0.6884	NPC187827
Remote Similarity	0.6878	NPC478141
Remote Similarity	0.6878	NPC38736
Remote Similarity	0.6869	NPC478158
Remote Similarity	0.6866	NPC478157
Remote Similarity	0.6864	NPC61813
Remote Similarity	0.6864	NPC472099
Remote Similarity	0.6863	NPC329858
Remote Similarity	0.6863	NPC469501
Remote Similarity	0.6863	NPC469470
Remote Similarity	0.6859	NPC293487
Remote Similarity	0.6857	NPC475506
Remote Similarity	0.6856	NPC474183
Remote Similarity	0.6853	NPC189812
Remote Similarity	0.6853	NPC469938
Remote Similarity	0.6853	NPC329688
Remote Similarity	0.6852	NPC475778
Remote Similarity	0.685	NPC113626
Remote Similarity	0.6849	NPC281049
Remote Similarity	0.6847	NPC17059
Remote Similarity	0.6845	NPC187951
Remote Similarity	0.6842	NPC272549
Remote Similarity	0.6837	NPC234999
Remote Similarity	0.6835	NPC152768
Remote Similarity	0.6835	NPC148183
Remote Similarity	0.6834	NPC219336
Remote Similarity	0.683	NPC476491
Remote Similarity	0.6829	NPC473763
Remote Similarity	0.6829	NPC243716
Remote Similarity	0.6829	NPC117244
Remote Similarity	0.6825	NPC295898
Remote Similarity	0.6825	NPC474116
Remote Similarity	0.6825	NPC155143
Remote Similarity	0.682	NPC234078
Remote Similarity	0.682	NPC472436
Remote Similarity	0.682	NPC221100
Remote Similarity	0.6816	NPC143533
Remote Similarity	0.6816	NPC235885
Remote Similarity	0.6814	NPC14288
Remote Similarity	0.6812	NPC474121
Remote Similarity	0.6812	NPC294693
Remote Similarity	0.6808	NPC238457
Remote Similarity	0.6808	NPC18661
Remote Similarity	0.6808	NPC317373
Remote Similarity	0.6806	NPC250129
Remote Similarity	0.6802	NPC220851
Remote Similarity	0.68	NPC191382
Remote Similarity	0.68	NPC56109
Remote Similarity	0.68	NPC469896
Remote Similarity	0.6798	NPC94752
Remote Similarity	0.6796	NPC472292
Remote Similarity	0.6794	NPC102008
Remote Similarity	0.6794	NPC473640
Remote Similarity	0.6794	NPC149708
Remote Similarity	0.6794	NPC474916
Remote Similarity	0.6791	NPC284102

Drug Structure

NPD3800 OpenBabel08211704332D 30 34 0 0 1 0 0 0 0 0999 V2000 -2.3586 2.3298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3444 2.3296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3751 0.9690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3753 0.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5373 1.4525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8628 -0.4822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5123 1.4512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1880 -0.4826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8378 -0.4835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0251 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6999 0.0013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6754 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6752 0.9676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5377 -0.4822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6997 0.9686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3500 0.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0249 0.9683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5127 -0.4829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8374 1.4511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.5379 -1.4964 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.8624 1.4519 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3502 0.0007 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5129 -1.4829 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8786 1.4742 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3301 2.3294 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6597 -2.0036 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4163 -2.0033 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8371 3.2078 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 14 1 0 0 0 0 5 15 2 0 0 0 0 6 10 2 0 0 0 0 6 11 1 0 0 0 0 7 13 1 0 0 0 0 7 16 2 0 0 0 0 8 10 1 0 0 0 0 8 23 1 0 0 0 0 9 12 1 0 0 0 0 9 27 1 0 0 0 0 10 17 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 13 2 0 0 0 0 12 18 1 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 23 1 0 0 0 0 17 22 2 0 0 0 0 18 23 1 0 0 0 0 18 24 2 0 0 0 0 19 20 1 0 0 0 0 19 25 2 0 0 0 0 19 27 1 0 0 0 0 20 2 1 1 0 0 0 20 26 1 0 0 0 0 21 28 1 0 0 0 0 21 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005256
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	72402
ChEBI
CAS Number

Drug Properties

Molecular Weight	363.12
ALogP	-2.3369
MLogP	2.89
XLogP	0.892
HDA	7
HBD	2
Rotatable Bonds	4
TPSA	105.75
RO5 Violation	0