NPASS drugs

Drug Information

Drug ID:	NPD4915
Drug Name:
Molecular Formula:	C22H21ClN2O8
Canonical SMILES:	O[C@H]1[C@H]2C(=C(O)c3c(C2=C)c(Cl)ccc3O)C(=O)[C@@]2([C@@H]1[C@H](N(C)C)C(=O)/C(=C(O)/N)/C2=O)O
Standard InCHI:	InChI=1S/C22H21ClN2O8/c1-6-9-7(23)4-5-8(26)11(9)16(27)12-10(6)17(28)14-15(25(2)3)18(29)13(21(24)32)20(31)22(14,33)19(12)30/h4-5,10,14-15,17,26-28,32-33H,1,24H2,2-3H3/b21-13+/t10-,14-,15+,17+,22-/m1/s1
Standard InCHIKey:	SEPIRJBAIBYOSG-SVSBNMDMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4915

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	216
0.1-0.2	1087
0.2-0.3	3050
0.3-0.4	8412
0.4-0.5	7179
0.5-0.6	10526
0.6-0.7	415
0.7-0.8	4
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	0.801	NPC96730
Intermediate Similarity	0.7806	NPC39528
Intermediate Similarity	0.7347	NPC295531
Intermediate Similarity	0.7143	NPC469973
Intermediate Similarity	0.7092	NPC291305
Remote Similarity	0.6881	NPC329790
Remote Similarity	0.6755	NPC68967
Remote Similarity	0.6715	NPC264938
Remote Similarity	0.6682	NPC313582
Remote Similarity	0.6631	NPC2672
Remote Similarity	0.6616	NPC12890
Remote Similarity	0.6599	NPC314693
Remote Similarity	0.6566	NPC470081
Remote Similarity	0.6548	NPC101207
Remote Similarity	0.6535	NPC474857
Remote Similarity	0.6531	NPC470559
Remote Similarity	0.6526	NPC316164
Remote Similarity	0.652	NPC298339
Remote Similarity	0.6513	NPC280497
Remote Similarity	0.648	NPC472404
Remote Similarity	0.6452	NPC314596
Remote Similarity	0.645	NPC54661
Remote Similarity	0.645	NPC163924
Remote Similarity	0.6435	NPC314941
Remote Similarity	0.6432	NPC42286
Remote Similarity	0.6432	NPC473696
Remote Similarity	0.6432	NPC475957
Remote Similarity	0.6429	NPC474861
Remote Similarity	0.6429	NPC470564
Remote Similarity	0.6429	NPC472623
Remote Similarity	0.6415	NPC66909
Remote Similarity	0.6411	NPC191606
Remote Similarity	0.641	NPC472211
Remote Similarity	0.6406	NPC314946
Remote Similarity	0.6404	NPC329969
Remote Similarity	0.6404	NPC87985
Remote Similarity	0.6402	NPC313274
Remote Similarity	0.6396	NPC475780
Remote Similarity	0.639	NPC264922
Remote Similarity	0.6383	NPC106519
Remote Similarity	0.6383	NPC91019
Remote Similarity	0.6382	NPC298401
Remote Similarity	0.6382	NPC472405
Remote Similarity	0.6378	NPC314257
Remote Similarity	0.6372	NPC64576
Remote Similarity	0.6372	NPC254045
Remote Similarity	0.6372	NPC201055
Remote Similarity	0.6372	NPC151470
Remote Similarity	0.635	NPC470561
Remote Similarity	0.635	NPC245122
Remote Similarity	0.6347	NPC315889
Remote Similarity	0.6346	NPC151292
Remote Similarity	0.6344	NPC238108
Remote Similarity	0.6337	NPC131078
Remote Similarity	0.6337	NPC28669
Remote Similarity	0.6337	NPC474061
Remote Similarity	0.6327	NPC474824
Remote Similarity	0.6327	NPC218870
Remote Similarity	0.6327	NPC182921
Remote Similarity	0.6327	NPC470408
Remote Similarity	0.6326	NPC313541
Remote Similarity	0.6326	NPC109403
Remote Similarity	0.6326	NPC261012
Remote Similarity	0.6326	NPC314738
Remote Similarity	0.6324	NPC277865
Remote Similarity	0.6318	NPC470563
Remote Similarity	0.6316	NPC478164
Remote Similarity	0.6316	NPC3732
Remote Similarity	0.6305	NPC472032
Remote Similarity	0.6303	NPC196231
Remote Similarity	0.6302	NPC143685
Remote Similarity	0.6298	NPC24869
Remote Similarity	0.6296	NPC297322
Remote Similarity	0.6287	NPC58653
Remote Similarity	0.6287	NPC173352
Remote Similarity	0.6287	NPC73544
Remote Similarity	0.6284	NPC476847
Remote Similarity	0.6283	NPC471906
Remote Similarity	0.6283	NPC79627
Remote Similarity	0.6282	NPC328287
Remote Similarity	0.6279	NPC317727
Remote Similarity	0.6278	NPC315253
Remote Similarity	0.6274	NPC316091
Remote Similarity	0.6269	NPC162751
Remote Similarity	0.6269	NPC52161
Remote Similarity	0.6269	NPC195392
Remote Similarity	0.6269	NPC474096
Remote Similarity	0.6268	NPC214629
Remote Similarity	0.6267	NPC97086
Remote Similarity	0.6267	NPC244191
Remote Similarity	0.6263	NPC469520
Remote Similarity	0.6263	NPC135524
Remote Similarity	0.6263	NPC193555
Remote Similarity	0.6263	NPC474961
Remote Similarity	0.6263	NPC221864
Remote Similarity	0.6263	NPC85310
Remote Similarity	0.6262	NPC279665
Remote Similarity	0.6262	NPC73555
Remote Similarity	0.6257	NPC181334
Remote Similarity	0.6256	NPC311679
Remote Similarity	0.6256	NPC301846
Remote Similarity	0.625	NPC284495
Remote Similarity	0.625	NPC478160
Remote Similarity	0.6237	NPC473719
Remote Similarity	0.6237	NPC290695
Remote Similarity	0.6237	NPC106524
Remote Similarity	0.6233	NPC315351
Remote Similarity	0.6233	NPC293624
Remote Similarity	0.6233	NPC316412
Remote Similarity	0.6231	NPC271388
Remote Similarity	0.6231	NPC205255
Remote Similarity	0.6231	NPC230956
Remote Similarity	0.6231	NPC119649
Remote Similarity	0.6231	NPC235143
Remote Similarity	0.6219	NPC255607
Remote Similarity	0.6219	NPC3375
Remote Similarity	0.6219	NPC209377
Remote Similarity	0.6218	NPC285122
Remote Similarity	0.6218	NPC136878
Remote Similarity	0.6218	NPC314437
Remote Similarity	0.6216	NPC115458
Remote Similarity	0.6216	NPC78307
Remote Similarity	0.6214	NPC470560
Remote Similarity	0.6211	NPC305845
Remote Similarity	0.6211	NPC204045
Remote Similarity	0.6209	NPC51047
Remote Similarity	0.6205	NPC477221
Remote Similarity	0.6205	NPC477567
Remote Similarity	0.6205	NPC477566
Remote Similarity	0.6202	NPC45072
Remote Similarity	0.6202	NPC115906
Remote Similarity	0.62	NPC80759
Remote Similarity	0.62	NPC15506
Remote Similarity	0.62	NPC79402
Remote Similarity	0.6198	NPC476444
Remote Similarity	0.6195	NPC108948
Remote Similarity	0.6195	NPC184518
Remote Similarity	0.6195	NPC256935
Remote Similarity	0.6193	NPC67346
Remote Similarity	0.6193	NPC232533
Remote Similarity	0.6188	NPC56887
Remote Similarity	0.6188	NPC315772
Remote Similarity	0.6188	NPC193853
Remote Similarity	0.6188	NPC71610
Remote Similarity	0.6188	NPC223077
Remote Similarity	0.6186	NPC5568
Remote Similarity	0.6186	NPC477569
Remote Similarity	0.6186	NPC281629
Remote Similarity	0.6183	NPC202225
Remote Similarity	0.6179	NPC470103
Remote Similarity	0.6178	NPC248068
Remote Similarity	0.6178	NPC137649
Remote Similarity	0.6175	NPC126859
Remote Similarity	0.6175	NPC89769
Remote Similarity	0.6175	NPC259665
Remote Similarity	0.6173	NPC225854
Remote Similarity	0.6173	NPC315520
Remote Similarity	0.617	NPC305060
Remote Similarity	0.617	NPC150712
Remote Similarity	0.6167	NPC474766
Remote Similarity	0.6166	NPC170055
Remote Similarity	0.6165	NPC478021
Remote Similarity	0.6165	NPC470565
Remote Similarity	0.6165	NPC470562
Remote Similarity	0.6165	NPC474004
Remote Similarity	0.6162	NPC110609
Remote Similarity	0.6162	NPC165612
Remote Similarity	0.6162	NPC246693
Remote Similarity	0.6162	NPC242358
Remote Similarity	0.6161	NPC477665
Remote Similarity	0.6158	NPC89831
Remote Similarity	0.6158	NPC181560
Remote Similarity	0.6158	NPC169452
Remote Similarity	0.6154	NPC262936
Remote Similarity	0.6154	NPC99723
Remote Similarity	0.6154	NPC30491
Remote Similarity	0.6154	NPC94781
Remote Similarity	0.615	NPC197326
Remote Similarity	0.615	NPC283088
Remote Similarity	0.6146	NPC477207
Remote Similarity	0.6142	NPC205918
Remote Similarity	0.6138	NPC13715
Remote Similarity	0.6135	NPC294501
Remote Similarity	0.6131	NPC156348
Remote Similarity	0.6131	NPC68727
Remote Similarity	0.6131	NPC474501
Remote Similarity	0.6129	NPC18982
Remote Similarity	0.6129	NPC475627
Remote Similarity	0.6129	NPC314048
Remote Similarity	0.6129	NPC475457
Remote Similarity	0.6129	NPC475346
Remote Similarity	0.6126	NPC476495
Remote Similarity	0.6126	NPC94687
Remote Similarity	0.6126	NPC106840
Remote Similarity	0.6122	NPC44378
Remote Similarity	0.6122	NPC280753
Remote Similarity	0.6122	NPC476268
Remote Similarity	0.6121	NPC313386
Remote Similarity	0.612	NPC124802
Remote Similarity	0.6119	NPC43069

Drug Structure

NPD4915 OpenBabel08211706322D 40 43 0 0 1 0 0 0 0 0999 V2000 2.5390 2.4432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6927 2.9318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0781 0.9773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0781 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5390 1.4659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2317 1.4659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2317 -0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3854 0.9773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6927 0.9773 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3854 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6927 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6927 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9773 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8463 1.4659 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5390 -0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8463 1.4659 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6927 0.9773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8463 -0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8463 -0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5390 -0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2317 2.4432 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5390 -1.4659 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8463 2.4432 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2317 -1.4659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5390 -1.4659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8463 2.4432 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5390 1.4659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8463 -1.4659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8463 -1.4659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3854 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.9545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6927 -1.9545 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3854 -1.9545 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0781 -1.9545 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3854 -1.9545 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6927 2.9318 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2317 -0.4886 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8463 -2.4432 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 2 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 7 9 2 0 0 0 0 7 23 1 0 0 0 0 8 11 2 0 0 0 0 8 26 1 0 0 0 0 9 11 1 0 0 0 0 10 6 1 6 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 16 1 0 0 0 0 12 16 2 0 0 0 0 12 19 1 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 13 21 2 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 14 22 1 6 0 0 0 15 18 1 0 0 0 0 15 25 1 1 0 0 0 16 27 1 0 0 0 0 17 28 1 1 0 0 0 18 29 2 0 0 0 0 19 22 1 0 0 0 0 19 30 2 0 0 0 0 20 22 1 0 0 0 0 20 31 2 0 0 0 0 21 24 1 0 0 0 0 21 32 1 0 0 0 0 22 33 1 6 0 0 0 24 34 1 0 0 0 0 24 35 1 0 0 0 0 26 36 1 0 0 0 0 27 37 1 0 0 0 0 28 38 1 0 0 0 0 32 39 1 0 0 0 0 33 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001398
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11972607
ChEBI
CAS Number

Drug Properties

Molecular Weight	476.10
ALogP	-2.5033
MLogP	2.67
XLogP	0.734
HDA	9
HBD	6
Rotatable Bonds	10
TPSA	181.62
RO5 Violation	1