NPASS drugs

Drug Information

Drug ID:	NPD5075
Drug Name:	VA-045
Molecular Formula:	C22H25N3O5
Canonical SMILES:	CC[C@]12CCCN3[C@@H]2c2n(C(=C1)C(=O)OCCON(=O)=O)c1c(c2CC3)cccc1
Standard InCHI:	InChI=1S/C22H25N3O5/c1-2-22-9-5-10-23-11-8-16-15-6-3-4-7-17(15)24(19(16)20(22)23)18(14-22)21(26)29-12-13-30-25(27)28/h3-4,6-7,14,20H,2,5,8-13H2,1H3/t20-,22+/m1/s1
Standard InCHIKey:	VDHLDQHKSSLLJV-IRLDBZIGSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5075

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	243
0.1-0.2	1676
0.2-0.3	8865
0.3-0.4	14188
0.4-0.5	2934
0.5-0.6	1831
0.6-0.7	1032
0.7-0.8	117
0.8-0.85	4
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	0.8103	NPC470509
Intermediate Similarity	0.809	NPC14325
Intermediate Similarity	0.809	NPC28848
Intermediate Similarity	0.8077	NPC311858
Intermediate Similarity	0.7952	NPC20144
Intermediate Similarity	0.7912	NPC143533
Intermediate Similarity	0.7903	NPC129909
Intermediate Similarity	0.7872	NPC289299
Intermediate Similarity	0.7872	NPC57994
Intermediate Similarity	0.7831	NPC245916
Intermediate Similarity	0.7771	NPC81229
Intermediate Similarity	0.7771	NPC255229
Intermediate Similarity	0.7701	NPC61435
Intermediate Similarity	0.7696	NPC469736
Intermediate Similarity	0.7644	NPC472116
Intermediate Similarity	0.7627	NPC194881
Intermediate Similarity	0.7622	NPC472104
Intermediate Similarity	0.7617	NPC192674
Intermediate Similarity	0.7606	NPC111602
Intermediate Similarity	0.7606	NPC63199
Intermediate Similarity	0.7606	NPC196251
Intermediate Similarity	0.7606	NPC102338
Intermediate Similarity	0.7586	NPC281094
Intermediate Similarity	0.7584	NPC469541
Intermediate Similarity	0.7581	NPC470003
Intermediate Similarity	0.756	NPC104483
Intermediate Similarity	0.7554	NPC133261
Intermediate Similarity	0.75	NPC220151
Intermediate Similarity	0.75	NPC19692
Intermediate Similarity	0.75	NPC66210
Intermediate Similarity	0.75	NPC478186
Intermediate Similarity	0.7487	NPC472119
Intermediate Similarity	0.7487	NPC258480
Intermediate Similarity	0.7486	NPC478182
Intermediate Similarity	0.7459	NPC12649
Intermediate Similarity	0.7458	NPC299594
Intermediate Similarity	0.7418	NPC65080
Intermediate Similarity	0.7412	NPC238499
Intermediate Similarity	0.7405	NPC326575
Intermediate Similarity	0.7405	NPC211997
Intermediate Similarity	0.7398	NPC312870
Intermediate Similarity	0.7398	NPC199851
Intermediate Similarity	0.7398	NPC128265
Intermediate Similarity	0.7398	NPC294909
Intermediate Similarity	0.7398	NPC254240
Intermediate Similarity	0.7368	NPC277157
Intermediate Similarity	0.7351	NPC472122
Intermediate Similarity	0.7351	NPC24594
Intermediate Similarity	0.7351	NPC134586
Intermediate Similarity	0.7345	NPC470507
Intermediate Similarity	0.7344	NPC472097
Intermediate Similarity	0.7341	NPC469525
Intermediate Similarity	0.7326	NPC469896
Intermediate Similarity	0.7322	NPC32534
Intermediate Similarity	0.7318	NPC293487
Intermediate Similarity	0.7314	NPC37548
Intermediate Similarity	0.7312	NPC234987
Intermediate Similarity	0.7293	NPC271734
Intermediate Similarity	0.7277	NPC472323
Intermediate Similarity	0.7277	NPC477548
Intermediate Similarity	0.7268	NPC198673
Intermediate Similarity	0.7263	NPC79062
Intermediate Similarity	0.7263	NPC472107
Intermediate Similarity	0.7251	NPC88097
Intermediate Similarity	0.7247	NPC471458
Intermediate Similarity	0.7243	NPC161861
Intermediate Similarity	0.7234	NPC24864
Intermediate Similarity	0.7234	NPC472105
Intermediate Similarity	0.7234	NPC187827
Intermediate Similarity	0.7216	NPC472113
Intermediate Similarity	0.7216	NPC187951
Intermediate Similarity	0.7214	NPC238457
Intermediate Similarity	0.7213	NPC478183
Intermediate Similarity	0.7208	NPC168911
Intermediate Similarity	0.7202	NPC472112
Intermediate Similarity	0.7198	NPC21174
Intermediate Similarity	0.7198	NPC271797
Intermediate Similarity	0.7184	NPC242556
Intermediate Similarity	0.7175	NPC40070
Intermediate Similarity	0.7158	NPC472109
Intermediate Similarity	0.7158	NPC472110
Intermediate Similarity	0.7156	NPC475271
Intermediate Similarity	0.7151	NPC38736
Intermediate Similarity	0.715	NPC175474
Intermediate Similarity	0.7143	NPC15840
Intermediate Similarity	0.7143	NPC470440
Intermediate Similarity	0.7143	NPC478185
Intermediate Similarity	0.7136	NPC74562
Intermediate Similarity	0.7136	NPC316181
Intermediate Similarity	0.7136	NPC151781
Intermediate Similarity	0.7128	NPC55493
Intermediate Similarity	0.7127	NPC475990
Intermediate Similarity	0.7121	NPC239954
Intermediate Similarity	0.7121	NPC52557
Intermediate Similarity	0.7112	NPC469938
Intermediate Similarity	0.7107	NPC102592
Intermediate Similarity	0.7107	NPC79356
Intermediate Similarity	0.7105	NPC113626
Intermediate Similarity	0.7104	NPC8104
Intermediate Similarity	0.7104	NPC478184
Intermediate Similarity	0.7101	NPC477979
Intermediate Similarity	0.7097	NPC158129
Intermediate Similarity	0.7088	NPC473320
Intermediate Similarity	0.7083	NPC280290
Intermediate Similarity	0.7068	NPC139291
Intermediate Similarity	0.7068	NPC159125
Intermediate Similarity	0.7068	NPC472108
Intermediate Similarity	0.7059	NPC472123
Intermediate Similarity	0.7059	NPC470280
Intermediate Similarity	0.7048	NPC52254
Intermediate Similarity	0.7047	NPC478077
Intermediate Similarity	0.7043	NPC91895
Intermediate Similarity	0.7026	NPC314333
Intermediate Similarity	0.7022	NPC124005
Intermediate Similarity	0.7018	NPC198988
Intermediate Similarity	0.7014	NPC472099
Intermediate Similarity	0.7011	NPC2949
Intermediate Similarity	0.7005	NPC264176
Intermediate Similarity	0.7005	NPC126492
Intermediate Similarity	0.7	NPC82070
Intermediate Similarity	0.7	NPC219336
Remote Similarity	0.6989	NPC317430
Remote Similarity	0.6977	NPC325252
Remote Similarity	0.6974	NPC46413
Remote Similarity	0.6973	NPC477975
Remote Similarity	0.6971	NPC234078
Remote Similarity	0.6971	NPC221100
Remote Similarity	0.6966	NPC21605
Remote Similarity	0.6966	NPC477974
Remote Similarity	0.6965	NPC214428
Remote Similarity	0.6961	NPC476219
Remote Similarity	0.6961	NPC277350
Remote Similarity	0.695	NPC212213
Remote Similarity	0.6947	NPC15573
Remote Similarity	0.6947	NPC183662
Remote Similarity	0.6947	NPC217372
Remote Similarity	0.694	NPC221786
Remote Similarity	0.694	NPC474880
Remote Similarity	0.6939	NPC469501
Remote Similarity	0.6939	NPC469470
Remote Similarity	0.6935	NPC472293
Remote Similarity	0.6934	NPC128115
Remote Similarity	0.6927	NPC474905
Remote Similarity	0.6927	NPC243381
Remote Similarity	0.6927	NPC275292
Remote Similarity	0.6923	NPC118940
Remote Similarity	0.6923	NPC285469
Remote Similarity	0.6923	NPC51054
Remote Similarity	0.6923	NPC318299
Remote Similarity	0.6923	NPC472098
Remote Similarity	0.6915	NPC470498
Remote Similarity	0.6915	NPC6982
Remote Similarity	0.6915	NPC472297
Remote Similarity	0.6915	NPC472296
Remote Similarity	0.6915	NPC32200
Remote Similarity	0.6911	NPC270009
Remote Similarity	0.691	NPC129042
Remote Similarity	0.6908	NPC123839
Remote Similarity	0.6907	NPC133003
Remote Similarity	0.6905	NPC152768
Remote Similarity	0.6905	NPC148183
Remote Similarity	0.6902	NPC229173
Remote Similarity	0.6893	NPC287208
Remote Similarity	0.6891	NPC472444
Remote Similarity	0.689	NPC317752
Remote Similarity	0.6889	NPC33421
Remote Similarity	0.6882	NPC2165
Remote Similarity	0.6882	NPC195507
Remote Similarity	0.6881	NPC249150
Remote Similarity	0.6881	NPC49196
Remote Similarity	0.6881	NPC81654
Remote Similarity	0.6881	NPC313985
Remote Similarity	0.6881	NPC79129
Remote Similarity	0.6881	NPC195461
Remote Similarity	0.6878	NPC34508
Remote Similarity	0.6875	NPC63157
Remote Similarity	0.6875	NPC91179
Remote Similarity	0.6875	NPC473868
Remote Similarity	0.6875	NPC73994
Remote Similarity	0.6872	NPC312645
Remote Similarity	0.6872	NPC141612
Remote Similarity	0.6872	NPC17273
Remote Similarity	0.6872	NPC135601
Remote Similarity	0.6869	NPC472292
Remote Similarity	0.6866	NPC470499
Remote Similarity	0.6853	NPC329858
Remote Similarity	0.6848	NPC6436
Remote Similarity	0.6845	NPC56233
Remote Similarity	0.6834	NPC247735
Remote Similarity	0.6834	NPC472210
Remote Similarity	0.6834	NPC269886
Remote Similarity	0.6834	NPC472295
Remote Similarity	0.6834	NPC81802
Remote Similarity	0.6832	NPC241024
Remote Similarity	0.6831	NPC184476
Remote Similarity	0.6828	NPC472587
Remote Similarity	0.6827	NPC126066
Remote Similarity	0.6825	NPC476114
Remote Similarity	0.6823	NPC472443
Remote Similarity	0.6823	NPC233050

Drug Structure

NPD5075 OpenBabel08211706322D 30 34 0 0 1 0 0 0 0 0999 V2000 -2.1064 1.4147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4833 1.8245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1908 1.4505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1909 2.4185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3288 0.2006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3529 0.9669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3533 2.9024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6761 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3843 0.9443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7127 -0.2196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8382 -0.4839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3977 4.7937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8647 5.6011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8373 2.4195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5147 1.4508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6763 0.9672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5149 2.4188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 2.9031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8386 1.4511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9675 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0006 3.8705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8375 1.4515 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.8388 2.4192 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7644 7.2737 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5337 4.6779 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2013 7.2158 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1971 8.1390 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9650 3.9285 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2974 6.4664 0.0000 O 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 6 1 0 0 0 0 4 7 1 0 0 0 0 5 9 1 0 0 0 0 5 10 1 0 0 0 0 6 15 2 0 0 0 0 7 17 2 0 0 0 0 8 11 1 0 0 0 0 8 16 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 23 1 0 0 0 0 12 13 1 0 0 0 0 12 29 1 0 0 0 0 13 30 1 0 0 0 0 14 18 2 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 19 2 0 0 0 0 17 24 1 0 0 0 0 18 21 1 0 0 0 0 18 24 1 0 0 0 0 19 20 1 0 0 0 0 19 24 1 0 0 0 0 20 22 1 1 0 0 0 20 23 1 0 0 0 0 21 26 2 0 0 0 0 21 29 1 0 0 0 0 22 2 1 6 0 0 0 25 27 2 0 0 0 0 25 28 2 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004769
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	411.18
ALogP	-0.0948
MLogP	3
XLogP	4.936
HDA	4
HBD	0
Rotatable Bonds	8
TPSA	89.52
RO5 Violation	0