NPASS drugs

Drug Information

Drug ID:	NPD5867
Drug Name:
Molecular Formula:	C24H24N4O3S
Canonical SMILES:	COc1cccc2c1CC[C@@H]1[C@H]2CN(C1)CCn1c(O)nc2c(c1=O)sc1c2nccc1
Standard InCHI:	InChI=1S/C24H24N4O3S/c1-31-18-5-2-4-15-16(18)8-7-14-12-27(13-17(14)15)10-11-28-23(29)22-21(26-24(28)30)20-19(32-22)6-3-9-25-20/h2-6,9,14,17H,7-8,10-13H2,1H3,(H,26,30)/t14-,17+/m0/s1
Standard InCHIKey:	OLPQNRLJYOGSGV-WMLDXEAASA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5867

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	506
0.1-0.2	2634
0.2-0.3	9803
0.3-0.4	5384
0.4-0.5	9625
0.5-0.6	2021
0.6-0.7	893
0.7-0.8	24
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
Intermediate Similarity	0.7613	NPC157931
Intermediate Similarity	0.7439	NPC471762
Intermediate Similarity	0.7398	NPC257851
Intermediate Similarity	0.7353	NPC470020
Intermediate Similarity	0.7347	NPC322482
Intermediate Similarity	0.7342	NPC82548
Intermediate Similarity	0.7298	NPC66777
Intermediate Similarity	0.7238	NPC174672
Intermediate Similarity	0.7205	NPC101350
Intermediate Similarity	0.7189	NPC74575
Intermediate Similarity	0.7167	NPC174758
Intermediate Similarity	0.7165	NPC235685
Intermediate Similarity	0.7154	NPC253675
Intermediate Similarity	0.7143	NPC49547
Intermediate Similarity	0.7126	NPC477549
Intermediate Similarity	0.711	NPC303374
Intermediate Similarity	0.7096	NPC478012
Intermediate Similarity	0.7068	NPC122436
Intermediate Similarity	0.705	NPC63971
Intermediate Similarity	0.705	NPC91868
Intermediate Similarity	0.7047	NPC141053
Intermediate Similarity	0.7019	NPC53534
Intermediate Similarity	0.7012	NPC470018
Intermediate Similarity	0.7	NPC208522
Remote Similarity	0.6992	NPC274982
Remote Similarity	0.6988	NPC72905
Remote Similarity	0.6983	NPC287208
Remote Similarity	0.6971	NPC478011
Remote Similarity	0.6965	NPC470022
Remote Similarity	0.696	NPC210434
Remote Similarity	0.696	NPC216612
Remote Similarity	0.6958	NPC26543
Remote Similarity	0.6948	NPC323969
Remote Similarity	0.6945	NPC314176
Remote Similarity	0.692	NPC270515
Remote Similarity	0.6917	NPC211813
Remote Similarity	0.6914	NPC329631
Remote Similarity	0.6911	NPC236668
Remote Similarity	0.6902	NPC260434
Remote Similarity	0.6897	NPC75179
Remote Similarity	0.6892	NPC220851
Remote Similarity	0.6883	NPC146976
Remote Similarity	0.688	NPC244543
Remote Similarity	0.6875	NPC207686
Remote Similarity	0.687	NPC6865
Remote Similarity	0.687	NPC153980
Remote Similarity	0.6868	NPC137353
Remote Similarity	0.6868	NPC67401
Remote Similarity	0.6863	NPC278525
Remote Similarity	0.6863	NPC152620
Remote Similarity	0.6863	NPC24019
Remote Similarity	0.686	NPC257511
Remote Similarity	0.685	NPC478010
Remote Similarity	0.6848	NPC22481
Remote Similarity	0.6838	NPC314056
Remote Similarity	0.6832	NPC142385
Remote Similarity	0.6829	NPC72956
Remote Similarity	0.6824	NPC246381
Remote Similarity	0.682	NPC239954
Remote Similarity	0.6818	NPC200836
Remote Similarity	0.6818	NPC475774
Remote Similarity	0.6813	NPC315467
Remote Similarity	0.6811	NPC153467
Remote Similarity	0.6803	NPC193238
Remote Similarity	0.6802	NPC472098
Remote Similarity	0.6795	NPC470017
Remote Similarity	0.6795	NPC108342
Remote Similarity	0.6793	NPC198673
Remote Similarity	0.6787	NPC471192
Remote Similarity	0.6786	NPC60621
Remote Similarity	0.6784	NPC478078
Remote Similarity	0.6769	NPC189903
Remote Similarity	0.6769	NPC182907
Remote Similarity	0.6766	NPC478083
Remote Similarity	0.6765	NPC328928
Remote Similarity	0.6764	NPC478013
Remote Similarity	0.6758	NPC194740
Remote Similarity	0.6757	NPC170751
Remote Similarity	0.6756	NPC210296
Remote Similarity	0.675	NPC168911
Remote Similarity	0.6749	NPC53144
Remote Similarity	0.6746	NPC128115
Remote Similarity	0.6743	NPC166722
Remote Similarity	0.674	NPC132385
Remote Similarity	0.6734	NPC471194
Remote Similarity	0.6734	NPC471193
Remote Similarity	0.6734	NPC264176
Remote Similarity	0.673	NPC39092
Remote Similarity	0.6729	NPC475301
Remote Similarity	0.6729	NPC326930
Remote Similarity	0.6727	NPC478009
Remote Similarity	0.6721	NPC16452
Remote Similarity	0.6721	NPC476581
Remote Similarity	0.6721	NPC472259
Remote Similarity	0.6721	NPC471304
Remote Similarity	0.6721	NPC36229
Remote Similarity	0.6708	NPC295898
Remote Similarity	0.6706	NPC308906
Remote Similarity	0.6706	NPC473449
Remote Similarity	0.6706	NPC17565
Remote Similarity	0.6695	NPC198401
Remote Similarity	0.6694	NPC208284
Remote Similarity	0.6694	NPC176538
Remote Similarity	0.6694	NPC242923
Remote Similarity	0.6693	NPC469727
Remote Similarity	0.6693	NPC27041
Remote Similarity	0.6692	NPC90875
Remote Similarity	0.6692	NPC148889
Remote Similarity	0.6692	NPC99891
Remote Similarity	0.6691	NPC329982
Remote Similarity	0.668	NPC102593
Remote Similarity	0.668	NPC233334
Remote Similarity	0.668	NPC474916
Remote Similarity	0.668	NPC196718
Remote Similarity	0.668	NPC276657
Remote Similarity	0.6679	NPC41679
Remote Similarity	0.6667	NPC303658
Remote Similarity	0.6667	NPC96405
Remote Similarity	0.6667	NPC53255
Remote Similarity	0.6667	NPC202605
Remote Similarity	0.6667	NPC85879
Remote Similarity	0.6667	NPC296482
Remote Similarity	0.6667	NPC134079
Remote Similarity	0.6667	NPC112206
Remote Similarity	0.6667	NPC295228
Remote Similarity	0.6667	NPC53069
Remote Similarity	0.6667	NPC171409
Remote Similarity	0.6667	NPC202768
Remote Similarity	0.6654	NPC178858
Remote Similarity	0.6654	NPC478006
Remote Similarity	0.6654	NPC310118
Remote Similarity	0.6653	NPC81535
Remote Similarity	0.6653	NPC476582
Remote Similarity	0.6653	NPC476578
Remote Similarity	0.6653	NPC4071
Remote Similarity	0.6653	NPC285558
Remote Similarity	0.6642	NPC13603
Remote Similarity	0.6642	NPC15406
Remote Similarity	0.664	NPC269270
Remote Similarity	0.6639	NPC143977
Remote Similarity	0.663	NPC473833
Remote Similarity	0.6629	NPC477066
Remote Similarity	0.6627	NPC220337
Remote Similarity	0.6627	NPC305984
Remote Similarity	0.6626	NPC121327
Remote Similarity	0.6618	NPC258048
Remote Similarity	0.6617	NPC183537
Remote Similarity	0.6617	NPC124313
Remote Similarity	0.6614	NPC472099
Remote Similarity	0.6614	NPC14686
Remote Similarity	0.6612	NPC212213
Remote Similarity	0.6612	NPC75498
Remote Similarity	0.6611	NPC133140
Remote Similarity	0.6611	NPC195268
Remote Similarity	0.6604	NPC207283
Remote Similarity	0.6604	NPC84164
Remote Similarity	0.6604	NPC478081
Remote Similarity	0.6604	NPC478082
Remote Similarity	0.6604	NPC473312
Remote Similarity	0.6604	NPC477067
Remote Similarity	0.6602	NPC65277
Remote Similarity	0.6601	NPC96321
Remote Similarity	0.66	NPC251160
Remote Similarity	0.6599	NPC135549
Remote Similarity	0.6599	NPC313189
Remote Similarity	0.6598	NPC31930
Remote Similarity	0.6596	NPC46895
Remote Similarity	0.6593	NPC74619
Remote Similarity	0.659	NPC172222
Remote Similarity	0.6587	NPC322064
Remote Similarity	0.6586	NPC167860
Remote Similarity	0.6586	NPC123976
Remote Similarity	0.6586	NPC85273
Remote Similarity	0.6585	NPC289086
Remote Similarity	0.6584	NPC287437
Remote Similarity	0.6582	NPC74382
Remote Similarity	0.6582	NPC206251
Remote Similarity	0.6578	NPC472061
Remote Similarity	0.6575	NPC74360
Remote Similarity	0.6575	NPC213530
Remote Similarity	0.6575	NPC193267
Remote Similarity	0.6569	NPC41982
Remote Similarity	0.6567	NPC161801
Remote Similarity	0.6567	NPC17437
Remote Similarity	0.6565	NPC182222
Remote Similarity	0.6565	NPC327769
Remote Similarity	0.6565	NPC39370
Remote Similarity	0.6564	NPC314954
Remote Similarity	0.6564	NPC311906
Remote Similarity	0.6557	NPC477019
Remote Similarity	0.6556	NPC77878
Remote Similarity	0.6554	NPC472434
Remote Similarity	0.6553	NPC30540
Remote Similarity	0.6552	NPC471004
Remote Similarity	0.6552	NPC101543
Remote Similarity	0.6552	NPC473186
Remote Similarity	0.6552	NPC469554
Remote Similarity	0.655	NPC473506
Remote Similarity	0.655	NPC24370
Remote Similarity	0.655	NPC319232

Drug Structure

NPD5867 OpenBabel08211708292D 33 38 0 0 1 0 0 0 0 0999 V2000 1.0824 -6.8263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3026 -4.0857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4437 6.1549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7148 -3.2767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8959 -4.9993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9437 5.2889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2687 -3.5903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6810 -4.3993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4437 6.1549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6301 -0.0995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1789 0.4883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2687 -1.7632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3404 -1.5941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8620 -2.6767 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7203 -3.3812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3136 -4.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1325 -2.5722 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9014 -5.1038 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4437 4.4229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4437 4.4229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1347 3.4718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9437 2.8840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8392 1.8895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8834 2.0706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0563 5.2889 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7789 3.0651 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5256 -1.0941 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0744 1.4828 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6482 1.3017 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4946 -6.0173 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7527 3.4718 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 9 1 0 0 0 0 4 15 1 0 0 0 0 5 18 2 0 0 0 0 6 19 1 0 0 0 0 7 8 1 0 0 0 0 8 16 1 0 0 0 0 9 25 2 0 0 0 0 10 11 1 0 0 0 0 10 27 1 0 0 0 0 11 28 1 0 0 0 0 12 14 1 0 0 0 0 12 27 1 0 0 0 0 13 27 1 0 0 0 0 14 7 1 1 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 17 13 1 1 0 0 0 18 31 1 0 0 0 0 19 20 2 0 0 0 0 19 32 1 0 0 0 0 20 21 1 0 0 0 0 20 25 1 0 0 0 0 21 22 2 0 0 0 0 21 26 1 0 0 0 0 22 23 1 0 0 0 0 22 32 1 0 0 0 0 23 28 1 0 0 0 0 23 29 2 0 0 0 0 24 26 2 0 0 0 0 24 28 1 0 0 0 0 24 30 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004941
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10527469
ChEBI
CAS Number

Drug Properties

Molecular Weight	448.16
ALogP	0.1062
MLogP	3.22
XLogP	3.286
HDA	6
HBD	1
Rotatable Bonds	6
TPSA	106.5
RO5 Violation	0