NPASS drugs

Drug Information

Drug ID:	NPD6190
Drug Name:
Molecular Formula:	C25H24O12
Canonical SMILES:	O=C(O[C@@H]1C[C@@](OC(=O)/C=C/c2ccc(c(c2)O)O)(C[C@H]([C@H]1O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O
Standard InCHI:	InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1
Standard InCHIKey:	YDDUMTOHNYZQPO-PSEXTPKNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6190

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	255
0.1-0.2	981
0.2-0.3	2187
0.3-0.4	4737
0.4-0.5	7072
0.5-0.6	4526
0.6-0.7	5401
0.7-0.8	5283
0.8-0.85	317
0.85-0.9	65
0.9-0.95	30
0.95-1	36

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	NPC284948
High Similarity	1.0	NPC319628
High Similarity	1.0	NPC220664
High Similarity	1.0	NPC303090
High Similarity	1.0	NPC37331
High Similarity	0.9926	NPC206095
High Similarity	0.9926	NPC477335
High Similarity	0.9926	NPC297517
High Similarity	0.9926	NPC224389
High Similarity	0.9926	NPC35702
High Similarity	0.9926	NPC471027
High Similarity	0.9926	NPC13818
High Similarity	0.9853	NPC277315
High Similarity	0.9853	NPC472016
High Similarity	0.9853	NPC43158
High Similarity	0.9853	NPC192831
High Similarity	0.9853	NPC258469
High Similarity	0.9704	NPC219428
High Similarity	0.9704	NPC152942
High Similarity	0.9704	NPC283560
High Similarity	0.9704	NPC24295
High Similarity	0.9704	NPC37250
High Similarity	0.9704	NPC302857
High Similarity	0.9704	NPC278068
High Similarity	0.9704	NPC142703
High Similarity	0.9643	NPC471076
High Similarity	0.9643	NPC192568
High Similarity	0.9632	NPC474875
High Similarity	0.9632	NPC476820
High Similarity	0.9632	NPC274891
High Similarity	0.9632	NPC303683
High Similarity	0.9632	NPC476819
High Similarity	0.9632	NPC295492
High Similarity	0.9632	NPC26241
High Similarity	0.9632	NPC205751
High Similarity	0.9568	NPC477333
High Similarity	0.9437	NPC42464
High Similarity	0.9433	NPC322660
High Similarity	0.9407	NPC68517
High Similarity	0.9371	NPC306343
High Similarity	0.9366	NPC43123
High Similarity	0.9338	NPC182217
High Similarity	0.9338	NPC233350
High Similarity	0.9338	NPC70680
High Similarity	0.9306	NPC477334
High Similarity	0.9241	NPC93498
High Similarity	0.9241	NPC163883
High Similarity	0.9225	NPC98356
High Similarity	0.9178	NPC19380
High Similarity	0.9178	NPC146277
High Similarity	0.9122	NPC470896
High Similarity	0.9122	NPC473275
High Similarity	0.9118	NPC61
High Similarity	0.9118	NPC25581
High Similarity	0.9118	NPC18074
High Similarity	0.9118	NPC5419
High Similarity	0.9085	NPC50221
High Similarity	0.9085	NPC114242
High Similarity	0.9071	NPC179505
High Similarity	0.9071	NPC156709
High Similarity	0.9054	NPC145425
High Similarity	0.9051	NPC155209
High Similarity	0.9051	NPC168799
High Similarity	0.9044	NPC198388
High Similarity	0.9041	NPC252979
High Similarity	0.9028	NPC229264
High Similarity	0.8951	NPC226738
High Similarity	0.8951	NPC22176
High Similarity	0.8951	NPC190587
High Similarity	0.8951	NPC121573
High Similarity	0.8929	NPC279676
High Similarity	0.8929	NPC67349
High Similarity	0.8873	NPC38473
High Similarity	0.8867	NPC134925
High Similarity	0.8849	NPC474895
High Similarity	0.8836	NPC142528
High Similarity	0.8811	NPC477277
High Similarity	0.8811	NPC477278
High Similarity	0.8792	NPC44730
High Similarity	0.8741	NPC477279
High Similarity	0.8714	NPC106406
High Similarity	0.8707	NPC120621
High Similarity	0.8707	NPC248257
High Similarity	0.8696	NPC217052
High Similarity	0.8696	NPC329344
High Similarity	0.8696	NPC32626
High Similarity	0.8696	NPC237506
High Similarity	0.869	NPC160378
High Similarity	0.8675	NPC203757
High Similarity	0.8671	NPC225036
High Similarity	0.8671	NPC75763
High Similarity	0.8671	NPC288452
High Similarity	0.8671	NPC12218
High Similarity	0.8671	NPC289690
High Similarity	0.8671	NPC105525
High Similarity	0.8658	NPC140151
High Similarity	0.8649	NPC75945
High Similarity	0.8649	NPC92117
High Similarity	0.8645	NPC227297
High Similarity	0.8643	NPC471749
High Similarity	0.8639	NPC283081
High Similarity	0.8639	NPC299090
High Similarity	0.8639	NPC221383
High Similarity	0.8639	NPC143892
High Similarity	0.8633	NPC318799
High Similarity	0.8601	NPC239943
High Similarity	0.86	NPC246566
High Similarity	0.86	NPC95498
High Similarity	0.8591	NPC221091
High Similarity	0.8591	NPC259576
High Similarity	0.8591	NPC32197
High Similarity	0.8581	NPC472969
High Similarity	0.8571	NPC473867
High Similarity	0.8562	NPC474692
High Similarity	0.8543	NPC16024
High Similarity	0.8543	NPC61152
High Similarity	0.8543	NPC205037
High Similarity	0.8543	NPC3746
High Similarity	0.8543	NPC44260
High Similarity	0.854	NPC475695
High Similarity	0.8535	NPC471823
High Similarity	0.8533	NPC300329
High Similarity	0.8531	NPC302583
High Similarity	0.8531	NPC100558
High Similarity	0.8531	NPC310252
High Similarity	0.8531	NPC84789
High Similarity	0.8523	NPC98809
High Similarity	0.8523	NPC476394
High Similarity	0.8503	NPC53884
High Similarity	0.8503	NPC258671
High Similarity	0.85	NPC108553
Intermediate Similarity	0.8489	NPC94810
Intermediate Similarity	0.8483	NPC9218
Intermediate Similarity	0.8481	NPC128403
Intermediate Similarity	0.8477	NPC106818
Intermediate Similarity	0.8477	NPC75695
Intermediate Similarity	0.8456	NPC98009
Intermediate Similarity	0.8451	NPC886
Intermediate Similarity	0.8451	NPC34293
Intermediate Similarity	0.8451	NPC248150
Intermediate Similarity	0.8451	NPC287597
Intermediate Similarity	0.8435	NPC304956
Intermediate Similarity	0.8435	NPC229036
Intermediate Similarity	0.8435	NPC470130
Intermediate Similarity	0.8421	NPC475216
Intermediate Similarity	0.8421	NPC87403
Intermediate Similarity	0.8421	NPC475595
Intermediate Similarity	0.8421	NPC475162
Intermediate Similarity	0.8421	NPC83663
Intermediate Similarity	0.8421	NPC266084
Intermediate Similarity	0.8421	NPC475145
Intermediate Similarity	0.8421	NPC473544
Intermediate Similarity	0.8411	NPC243891
Intermediate Similarity	0.8406	NPC168653
Intermediate Similarity	0.8406	NPC251407
Intermediate Similarity	0.8394	NPC85565
Intermediate Similarity	0.8392	NPC123988
Intermediate Similarity	0.8392	NPC18646
Intermediate Similarity	0.8387	NPC74319
Intermediate Similarity	0.8387	NPC471750
Intermediate Similarity	0.8387	NPC287872
Intermediate Similarity	0.8378	NPC108455
Intermediate Similarity	0.8377	NPC247629
Intermediate Similarity	0.8377	NPC239019
Intermediate Similarity	0.8366	NPC191046
Intermediate Similarity	0.8366	NPC125487
Intermediate Similarity	0.8366	NPC281703
Intermediate Similarity	0.8366	NPC194095
Intermediate Similarity	0.8366	NPC327032
Intermediate Similarity	0.8366	NPC477299
Intermediate Similarity	0.8357	NPC226855
Intermediate Similarity	0.8355	NPC476434
Intermediate Similarity	0.8355	NPC267091
Intermediate Similarity	0.8345	NPC328273
Intermediate Similarity	0.8345	NPC321184
Intermediate Similarity	0.8345	NPC321638
Intermediate Similarity	0.8345	NPC171134
Intermediate Similarity	0.8345	NPC284409
Intermediate Similarity	0.8344	NPC90905
Intermediate Similarity	0.8344	NPC4013
Intermediate Similarity	0.8344	NPC144557
Intermediate Similarity	0.8344	NPC473091
Intermediate Similarity	0.8333	NPC473138
Intermediate Similarity	0.8333	NPC156892
Intermediate Similarity	0.8333	NPC28776
Intermediate Similarity	0.8333	NPC289346
Intermediate Similarity	0.8333	NPC301089
Intermediate Similarity	0.8333	NPC24164
Intermediate Similarity	0.8333	NPC44507
Intermediate Similarity	0.8333	NPC132921
Intermediate Similarity	0.8323	NPC156818
Intermediate Similarity	0.8323	NPC226759
Intermediate Similarity	0.8323	NPC40920
Intermediate Similarity	0.8323	NPC472860
Intermediate Similarity	0.8323	NPC38779
Intermediate Similarity	0.8323	NPC133984
Intermediate Similarity	0.8323	NPC68324
Intermediate Similarity	0.8323	NPC238419
Intermediate Similarity	0.8323	NPC223335
Intermediate Similarity	0.8323	NPC160512

Drug Structure

NPD6190 OpenBabel08211709092D 44 46 0 0 1 0 0 0 0 0999 V2000 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 2.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7321 2.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 0.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 0.7321 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 1.7321 0.0000 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 4.2321 1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2321 1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7321 0.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 -0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2321 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 2 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 7.2321 1.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2321 -0.1340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2321 -0.1340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 -1.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7321 0.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2321 -0.1340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 2 0 0 0 0 1 13 1 0 0 0 0 2 6 2 0 0 0 0 2 14 1 0 0 0 0 3 7 2 0 0 0 0 3 13 1 0 0 0 0 4 8 2 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 21 1 0 0 0 0 8 22 1 0 0 0 0 9 13 2 0 0 0 0 9 17 1 0 0 0 0 10 14 2 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 11 25 1 0 0 0 0 12 20 1 0 0 0 0 12 25 1 0 0 0 0 15 17 2 0 0 0 0 15 26 1 0 0 0 0 16 18 2 0 0 0 0 16 27 1 0 0 0 0 17 28 1 0 0 0 0 18 29 1 0 0 0 0 19 23 1 0 0 0 0 19 30 1 1 0 0 0 20 23 1 0 0 0 0 20 36 1 6 0 0 0 21 31 2 0 0 0 0 21 36 1 0 0 0 0 22 32 2 0 0 0 0 22 37 1 0 0 0 0 23 33 1 1 0 0 0 24 34 2 0 0 0 0 24 35 1 0 0 0 0 25 24 1 6 0 0 0 25 37 1 0 0 0 0 26 38 1 0 0 0 0 27 39 1 0 0 0 0 28 40 1 0 0 0 0 29 41 1 0 0 0 0 30 42 1 0 0 0 0 33 43 1 0 0 0 0 35 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001608
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6474640
ChEBI
CAS Number

Drug Properties

Molecular Weight	516.13
ALogP	-2.3865
MLogP	2.89
XLogP	1.514
HDA	8
HBD	7
Rotatable Bonds	16
TPSA	211.28
RO5 Violation	1