NPASS drugs

Drug Information

Drug ID:	NPD5166
Drug Name:	S-12968
Molecular Formula:	C22H28Cl2N2O6
Canonical SMILES:	NCCOCCOCC1=C(C(=O)OCC)[C@@H](C(=C(N1)C)C(=O)OC)c1cccc(c1Cl)Cl
Standard InCHI:	InChI=1S/C22H28Cl2N2O6/c1-4-32-22(28)19-16(12-31-11-10-30-9-8-25)26-13(2)17(21(27)29-3)18(19)14-6-5-7-15(23)20(14)24/h5-7,18,26H,4,8-12,25H2,1-3H3/t18-/m1/s1
Standard InCHIKey:	VLTBMBOHGZAWIT-GOSISDBHSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5166

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	114
0.1-0.2	776
0.2-0.3	2894
0.3-0.4	8969
0.4-0.5	15839
0.5-0.6	2283
0.6-0.7	15
0.7-0.8	0
0.8-0.85	0
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
Remote Similarity	0.6909	NPC63370
Remote Similarity	0.6909	NPC36836
Remote Similarity	0.6605	NPC190945
Remote Similarity	0.6364	NPC472165
Remote Similarity	0.6345	NPC313981
Remote Similarity	0.6164	NPC473247
Remote Similarity	0.6144	NPC280827
Remote Similarity	0.6144	NPC243059
Remote Similarity	0.6129	NPC475692
Remote Similarity	0.609	NPC475691
Remote Similarity	0.6067	NPC113099
Remote Similarity	0.6065	NPC160493
Remote Similarity	0.6039	NPC80150
Remote Similarity	0.6013	NPC64340
Remote Similarity	0.6	NPC319645
Remote Similarity	0.5935	NPC475827
Remote Similarity	0.5935	NPC474223
Remote Similarity	0.5935	NPC190663
Remote Similarity	0.5935	NPC476183
Remote Similarity	0.5933	NPC474584
Remote Similarity	0.5928	NPC57976
Remote Similarity	0.5924	NPC474283
Remote Similarity	0.5924	NPC186669
Remote Similarity	0.5924	NPC35996
Remote Similarity	0.5921	NPC197470
Remote Similarity	0.5915	NPC470441
Remote Similarity	0.5909	NPC310467
Remote Similarity	0.5901	NPC69496
Remote Similarity	0.5897	NPC476281
Remote Similarity	0.5897	NPC476184
Remote Similarity	0.589	NPC269457
Remote Similarity	0.589	NPC233910
Remote Similarity	0.589	NPC245836
Remote Similarity	0.589	NPC67043
Remote Similarity	0.5886	NPC469742
Remote Similarity	0.5882	NPC135121
Remote Similarity	0.5878	NPC40178
Remote Similarity	0.5876	NPC473367
Remote Similarity	0.5875	NPC473423
Remote Similarity	0.5867	NPC474689
Remote Similarity	0.5867	NPC82899
Remote Similarity	0.5867	NPC270699
Remote Similarity	0.5855	NPC472164
Remote Similarity	0.5855	NPC210092
Remote Similarity	0.5854	NPC76453
Remote Similarity	0.5852	NPC282294
Remote Similarity	0.5849	NPC474847
Remote Similarity	0.5848	NPC473541
Remote Similarity	0.5845	NPC270654
Remote Similarity	0.5844	NPC169328
Remote Similarity	0.5844	NPC152812
Remote Similarity	0.5843	NPC77992
Remote Similarity	0.5839	NPC214067
Remote Similarity	0.5839	NPC196246
Remote Similarity	0.5839	NPC81092
Remote Similarity	0.5839	NPC158854
Remote Similarity	0.5839	NPC103605
Remote Similarity	0.5839	NPC174099
Remote Similarity	0.5833	NPC474222
Remote Similarity	0.5833	NPC475804
Remote Similarity	0.5833	NPC86087
Remote Similarity	0.5828	NPC60825
Remote Similarity	0.5828	NPC273814
Remote Similarity	0.5828	NPC48909
Remote Similarity	0.5828	NPC30390
Remote Similarity	0.5828	NPC128368
Remote Similarity	0.5828	NPC291419
Remote Similarity	0.5824	NPC182475
Remote Similarity	0.5823	NPC474254
Remote Similarity	0.5823	NPC474159
Remote Similarity	0.5823	NPC476278
Remote Similarity	0.5819	NPC123241
Remote Similarity	0.5811	NPC475465
Remote Similarity	0.5811	NPC47536
Remote Similarity	0.5811	NPC20485
Remote Similarity	0.5811	NPC472314
Remote Similarity	0.5806	NPC237420
Remote Similarity	0.5806	NPC314992
Remote Similarity	0.5805	NPC472761
Remote Similarity	0.58	NPC323007
Remote Similarity	0.58	NPC305912
Remote Similarity	0.58	NPC1082
Remote Similarity	0.58	NPC319579
Remote Similarity	0.5799	NPC475128
Remote Similarity	0.5798	NPC159963
Remote Similarity	0.5786	NPC476241
Remote Similarity	0.5786	NPC77273
Remote Similarity	0.5786	NPC476260
Remote Similarity	0.5779	NPC190298
Remote Similarity	0.5778	NPC158900
Remote Similarity	0.5776	NPC239990
Remote Similarity	0.5776	NPC89923
Remote Similarity	0.5776	NPC105114
Remote Similarity	0.5776	NPC152850
Remote Similarity	0.5776	NPC71933
Remote Similarity	0.5772	NPC17417
Remote Similarity	0.5772	NPC114741
Remote Similarity	0.5772	NPC10251
Remote Similarity	0.5772	NPC281604
Remote Similarity	0.5772	NPC469636
Remote Similarity	0.5772	NPC182549
Remote Similarity	0.5769	NPC476096
Remote Similarity	0.5765	NPC477217
Remote Similarity	0.5765	NPC201244
Remote Similarity	0.5764	NPC146351
Remote Similarity	0.5761	NPC49315
Remote Similarity	0.5759	NPC26285
Remote Similarity	0.5759	NPC14994
Remote Similarity	0.5753	NPC301943
Remote Similarity	0.5753	NPC474365
Remote Similarity	0.575	NPC4974
Remote Similarity	0.575	NPC476125
Remote Similarity	0.575	NPC476179
Remote Similarity	0.5749	NPC281104
Remote Similarity	0.5745	NPC23453
Remote Similarity	0.5743	NPC327481
Remote Similarity	0.5743	NPC477251
Remote Similarity	0.5743	NPC477999
Remote Similarity	0.5741	NPC165726
Remote Similarity	0.5741	NPC195224
Remote Similarity	0.5741	NPC213969
Remote Similarity	0.5738	NPC269383
Remote Similarity	0.5738	NPC151030
Remote Similarity	0.5734	NPC10781
Remote Similarity	0.5734	NPC122493
Remote Similarity	0.5734	NPC293628
Remote Similarity	0.5734	NPC324569
Remote Similarity	0.5733	NPC251854
Remote Similarity	0.5733	NPC24777
Remote Similarity	0.5733	NPC93084
Remote Similarity	0.5732	NPC289415
Remote Similarity	0.5732	NPC319995
Remote Similarity	0.5732	NPC475478
Remote Similarity	0.5732	NPC17567
Remote Similarity	0.5732	NPC246079
Remote Similarity	0.573	NPC227778
Remote Similarity	0.5729	NPC316405
Remote Similarity	0.5723	NPC322503
Remote Similarity	0.5723	NPC470143
Remote Similarity	0.5722	NPC293458
Remote Similarity	0.5722	NPC6974
Remote Similarity	0.5714	NPC136453
Remote Similarity	0.5714	NPC470818
Remote Similarity	0.5714	NPC473082
Remote Similarity	0.5714	NPC269644
Remote Similarity	0.5714	NPC477937
Remote Similarity	0.5706	NPC225103
Remote Similarity	0.5705	NPC56493
Remote Similarity	0.5699	NPC472894
Remote Similarity	0.5699	NPC264482
Remote Similarity	0.5699	NPC203202
Remote Similarity	0.5698	NPC193410
Remote Similarity	0.5698	NPC260194
Remote Similarity	0.5697	NPC475569
Remote Similarity	0.5695	NPC474157
Remote Similarity	0.5695	NPC210089
Remote Similarity	0.5695	NPC167504
Remote Similarity	0.5694	NPC225060
Remote Similarity	0.5694	NPC35448
Remote Similarity	0.5694	NPC78701
Remote Similarity	0.5694	NPC179411
Remote Similarity	0.5694	NPC322598
Remote Similarity	0.5692	NPC328763
Remote Similarity	0.5687	NPC471466
Remote Similarity	0.5687	NPC138798
Remote Similarity	0.5687	NPC473881
Remote Similarity	0.5686	NPC307651
Remote Similarity	0.5686	NPC153053
Remote Similarity	0.5686	NPC308744
Remote Similarity	0.5684	NPC97584
Remote Similarity	0.5683	NPC223595
Remote Similarity	0.5683	NPC224970
Remote Similarity	0.5683	NPC167724
Remote Similarity	0.5677	NPC2265
Remote Similarity	0.5671	NPC157311
Remote Similarity	0.5671	NPC473443
Remote Similarity	0.5671	NPC472388
Remote Similarity	0.567	NPC25401
Remote Similarity	0.5669	NPC204784
Remote Similarity	0.5667	NPC474058
Remote Similarity	0.5667	NPC248117
Remote Similarity	0.5667	NPC474364
Remote Similarity	0.5667	NPC475282
Remote Similarity	0.5663	NPC66643
Remote Similarity	0.5663	NPC323379
Remote Similarity	0.5663	NPC327204
Remote Similarity	0.566	NPC213126
Remote Similarity	0.566	NPC169485
Remote Similarity	0.566	NPC291027
Remote Similarity	0.566	NPC317474
Remote Similarity	0.566	NPC84281
Remote Similarity	0.5659	NPC253738
Remote Similarity	0.5658	NPC329011
Remote Similarity	0.5657	NPC323662
Remote Similarity	0.5655	NPC477557
Remote Similarity	0.5652	NPC96625
Remote Similarity	0.5652	NPC474479
Remote Similarity	0.5649	NPC306740
Remote Similarity	0.5649	NPC471318
Remote Similarity	0.5646	NPC164859

Drug Structure

NPD5166 OpenBabel08211706322D 35 36 0 0 1 0 0 0 0 0999 V2000 0.0000 2.9189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.9189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8426 -3.4054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8426 2.4324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3705 1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5279 1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2131 1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2131 -4.3784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2131 -3.4054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3705 -1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5279 -1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6852 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5279 0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2131 0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8426 -0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8426 -1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8426 -0.4865 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3705 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6852 -1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0557 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.3705 -0.9730 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.0557 -4.8649 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8426 -1.4595 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5279 -1.4595 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8426 1.4595 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6852 -2.9189 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3705 -2.9189 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5279 -0.4865 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8426 1.4595 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0557 -5.8378 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8983 -4.3784 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6852 -1.9459 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 13 1 0 0 0 0 3 29 1 0 0 0 0 4 32 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 9 1 0 0 0 0 8 25 1 0 0 0 0 9 30 1 0 0 0 0 10 11 1 0 0 0 0 10 30 1 0 0 0 0 11 31 1 0 0 0 0 12 16 1 0 0 0 0 12 31 1 0 0 0 0 13 17 2 0 0 0 0 13 26 1 0 0 0 0 14 20 2 0 0 0 0 15 20 1 0 0 0 0 15 23 1 0 0 0 0 16 19 2 0 0 0 0 16 26 1 0 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 14 1 1 0 0 0 18 19 1 0 0 0 0 19 22 1 0 0 0 0 20 24 1 0 0 0 0 21 27 2 0 0 0 0 21 29 1 0 0 0 0 22 28 2 0 0 0 0 22 32 1 0 0 0 0 25 33 1 0 0 0 0 25 34 1 0 0 0 0 26 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014536
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	486.13
ALogP	0.4972
MLogP	2.78
XLogP	2.943
HDA	8
HBD	2
Rotatable Bonds	19
TPSA	109.11
RO5 Violation	1