NPASS drugs

Drug Information

Drug ID:	NPD6727
Drug Name:	LL-3858
Molecular Formula:	C27H25Cl2N5O4
Canonical SMILES:	Clc1ccc(c(c1)Cl)/C=N/N(C(=O)c1ccncc1)CC(=O)N1CCN(CC1)Cc1ccc2c(c1)OCO2
Standard InCHI:	InChI=1S/C27H25Cl2N5O4/c28-22-3-2-21(23(29)14-22)15-31-34(27(36)20-5-7-30-8-6-20)17-26(35)33-11-9-32(10-12-33)16-19-1-4-24-25(13-19)38-18-37-24/h1-8,13-15H,9-12,16-18H2/b31-15+
Standard InCHIKey:	YVCFPECSPFTZEV-IBBHUPRXSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6727

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	505
0.1-0.2	3576
0.2-0.3	9282
0.3-0.4	4969
0.4-0.5	9921
0.5-0.6	2250
0.6-0.7	354
0.7-0.8	33
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	0.7389	NPC313189
Intermediate Similarity	0.7375	NPC253675
Intermediate Similarity	0.7353	NPC278525
Intermediate Similarity	0.7348	NPC236668
Intermediate Similarity	0.7333	NPC22481
Intermediate Similarity	0.7316	NPC146976
Intermediate Similarity	0.7313	NPC135549
Intermediate Similarity	0.7304	NPC53069
Intermediate Similarity	0.7304	NPC296482
Intermediate Similarity	0.7304	NPC202768
Intermediate Similarity	0.7277	NPC477019
Intermediate Similarity	0.7273	NPC108342
Intermediate Similarity	0.7243	NPC189903
Intermediate Similarity	0.7243	NPC182907
Intermediate Similarity	0.7229	NPC96405
Intermediate Similarity	0.7229	NPC171409
Intermediate Similarity	0.7154	NPC210296
Intermediate Similarity	0.7143	NPC166722
Intermediate Similarity	0.7124	NPC234197
Intermediate Similarity	0.708	NPC4071
Intermediate Similarity	0.708	NPC476578
Intermediate Similarity	0.708	NPC476582
Intermediate Similarity	0.7068	NPC124313
Intermediate Similarity	0.7056	NPC84164
Intermediate Similarity	0.7056	NPC207283
Intermediate Similarity	0.704	NPC133140
Intermediate Similarity	0.704	NPC195268
Intermediate Similarity	0.7035	NPC127085
Intermediate Similarity	0.7029	NPC210434
Intermediate Similarity	0.7009	NPC251160
Intermediate Similarity	0.7	NPC16452
Intermediate Similarity	0.7	NPC476581
Intermediate Similarity	0.7	NPC36229
Remote Similarity	0.6996	NPC24019
Remote Similarity	0.6976	NPC471614
Remote Similarity	0.6946	NPC54066
Remote Similarity	0.6929	NPC183537
Remote Similarity	0.6923	NPC290689
Remote Similarity	0.6907	NPC271215
Remote Similarity	0.6907	NPC149471
Remote Similarity	0.687	NPC31930
Remote Similarity	0.6863	NPC77878
Remote Similarity	0.6851	NPC188420
Remote Similarity	0.6823	NPC116701
Remote Similarity	0.6815	NPC90875
Remote Similarity	0.6802	NPC233334
Remote Similarity	0.6797	NPC9482
Remote Similarity	0.6793	NPC202605
Remote Similarity	0.6793	NPC112206
Remote Similarity	0.6792	NPC23614
Remote Similarity	0.6792	NPC100079
Remote Similarity	0.6783	NPC303374
Remote Similarity	0.6781	NPC210256
Remote Similarity	0.678	NPC470020
Remote Similarity	0.6766	NPC82548
Remote Similarity	0.6746	NPC99891
Remote Similarity	0.6736	NPC235076
Remote Similarity	0.6712	NPC206201
Remote Similarity	0.6694	NPC46451
Remote Similarity	0.6667	NPC174758
Remote Similarity	0.6667	NPC204385
Remote Similarity	0.6653	NPC322482
Remote Similarity	0.6653	NPC204446
Remote Similarity	0.664	NPC172222
Remote Similarity	0.6638	NPC5374
Remote Similarity	0.6627	NPC15406
Remote Similarity	0.6627	NPC75179
Remote Similarity	0.6626	NPC308906
Remote Similarity	0.6614	NPC119134
Remote Similarity	0.6589	NPC270515
Remote Similarity	0.6557	NPC168209
Remote Similarity	0.6545	NPC118121
Remote Similarity	0.6538	NPC137353
Remote Similarity	0.6527	NPC174672
Remote Similarity	0.6525	NPC207971
Remote Similarity	0.6524	NPC71124
Remote Similarity	0.6522	NPC295228
Remote Similarity	0.6502	NPC274982
Remote Similarity	0.6498	NPC289086
Remote Similarity	0.6488	NPC266931
Remote Similarity	0.6478	NPC243633
Remote Similarity	0.6478	NPC216612
Remote Similarity	0.6478	NPC175150
Remote Similarity	0.6471	NPC101350
Remote Similarity	0.6468	NPC471004
Remote Similarity	0.6466	NPC470018
Remote Similarity	0.6459	NPC72905
Remote Similarity	0.644	NPC74575
Remote Similarity	0.644	NPC157931
Remote Similarity	0.6431	NPC235685
Remote Similarity	0.6429	NPC268077
Remote Similarity	0.6429	NPC201508
Remote Similarity	0.6422	NPC254957
Remote Similarity	0.6417	NPC287208
Remote Similarity	0.6414	NPC246381
Remote Similarity	0.6414	NPC295898
Remote Similarity	0.6413	NPC312872
Remote Similarity	0.6412	NPC56271
Remote Similarity	0.6409	NPC228206
Remote Similarity	0.6409	NPC472434
Remote Similarity	0.6408	NPC12100
Remote Similarity	0.6403	NPC49547
Remote Similarity	0.6397	NPC323969
Remote Similarity	0.6393	NPC55470
Remote Similarity	0.6386	NPC122436
Remote Similarity	0.6378	NPC96584
Remote Similarity	0.6378	NPC141053
Remote Similarity	0.6378	NPC255800
Remote Similarity	0.6375	NPC193238
Remote Similarity	0.6372	NPC5167
Remote Similarity	0.6371	NPC316224
Remote Similarity	0.6371	NPC17305
Remote Similarity	0.6367	NPC191489
Remote Similarity	0.6356	NPC287437
Remote Similarity	0.6349	NPC471762
Remote Similarity	0.6345	NPC280272
Remote Similarity	0.6345	NPC122463
Remote Similarity	0.6341	NPC305984
Remote Similarity	0.634	NPC472435
Remote Similarity	0.6333	NPC309498
Remote Similarity	0.6331	NPC174049
Remote Similarity	0.6331	NPC472099
Remote Similarity	0.6328	NPC477549
Remote Similarity	0.6328	NPC470017
Remote Similarity	0.632	NPC471650
Remote Similarity	0.6318	NPC168922
Remote Similarity	0.6316	NPC473822
Remote Similarity	0.6316	NPC53534
Remote Similarity	0.6312	NPC26543
Remote Similarity	0.6311	NPC264176
Remote Similarity	0.6311	NPC472098
Remote Similarity	0.631	NPC186351
Remote Similarity	0.631	NPC257851
Remote Similarity	0.6308	NPC142385
Remote Similarity	0.6304	NPC116007
Remote Similarity	0.6304	NPC470022
Remote Similarity	0.63	NPC271792
Remote Similarity	0.6299	NPC260434
Remote Similarity	0.6296	NPC132385
Remote Similarity	0.6296	NPC167860
Remote Similarity	0.6296	NPC123976
Remote Similarity	0.6293	NPC471593
Remote Similarity	0.629	NPC17565
Remote Similarity	0.6285	NPC66777
Remote Similarity	0.6276	NPC211813
Remote Similarity	0.6275	NPC473513
Remote Similarity	0.6273	NPC100734
Remote Similarity	0.6273	NPC315634
Remote Similarity	0.6273	NPC88923
Remote Similarity	0.6269	NPC472436
Remote Similarity	0.6266	NPC470164
Remote Similarity	0.6266	NPC323345
Remote Similarity	0.6265	NPC128115
Remote Similarity	0.6259	NPC328928
Remote Similarity	0.6255	NPC146724
Remote Similarity	0.6255	NPC41501
Remote Similarity	0.625	NPC169387
Remote Similarity	0.625	NPC477259
Remote Similarity	0.6236	NPC161801
Remote Similarity	0.6236	NPC152620
Remote Similarity	0.6234	NPC83511
Remote Similarity	0.623	NPC477900
Remote Similarity	0.623	NPC477899
Remote Similarity	0.6228	NPC85613
Remote Similarity	0.6225	NPC193267
Remote Similarity	0.6225	NPC213530
Remote Similarity	0.6224	NPC285558
Remote Similarity	0.6221	NPC208522
Remote Similarity	0.622	NPC151781
Remote Similarity	0.622	NPC162530
Remote Similarity	0.622	NPC316181
Remote Similarity	0.622	NPC74562
Remote Similarity	0.6212	NPC91868
Remote Similarity	0.6212	NPC63971
Remote Similarity	0.621	NPC477908
Remote Similarity	0.621	NPC206343
Remote Similarity	0.6208	NPC284685
Remote Similarity	0.6204	NPC242923
Remote Similarity	0.6194	NPC50562
Remote Similarity	0.6194	NPC4421
Remote Similarity	0.6192	NPC470279
Remote Similarity	0.6192	NPC176538
Remote Similarity	0.619	NPC65277
Remote Similarity	0.619	NPC295158
Remote Similarity	0.6187	NPC329631
Remote Similarity	0.6185	NPC212768
Remote Similarity	0.6185	NPC75600
Remote Similarity	0.6185	NPC158020
Remote Similarity	0.6185	NPC6576
Remote Similarity	0.6185	NPC473115
Remote Similarity	0.6185	NPC173080
Remote Similarity	0.6185	NPC473089
Remote Similarity	0.6183	NPC53144
Remote Similarity	0.6183	NPC188400
Remote Similarity	0.6181	NPC478078
Remote Similarity	0.6178	NPC184680
Remote Similarity	0.6175	NPC477903
Remote Similarity	0.6175	NPC60621
Remote Similarity	0.6174	NPC1608
Remote Similarity	0.6172	NPC217176

Drug Structure

NPD6727 OpenBabel08211710072D 38 42 0 0 0 0 0 0 0 0999 V2000 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4773 -4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4773 -5.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4773 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4773 1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 -5.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 -4.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 -6.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 -4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 -7.3090 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 -4.3090 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 1.6910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 -2.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 -1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 -2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.4773 -1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 1 19 1 0 0 0 0 2 3 2 0 0 0 0 2 21 1 0 0 0 0 3 22 1 0 0 0 0 4 24 1 0 0 0 0 5 7 1 0 0 0 0 5 20 2 0 0 0 0 6 8 2 0 0 0 0 6 20 1 0 0 0 0 7 30 2 0 0 0 0 8 30 1 0 0 0 0 9 11 1 0 0 0 0 9 32 1 0 0 0 0 10 12 1 0 0 0 0 10 32 1 0 0 0 0 11 33 1 0 0 0 0 12 33 1 0 0 0 0 13 19 2 0 0 0 0 13 25 1 0 0 0 0 14 22 2 0 0 0 0 14 23 1 0 0 0 0 15 21 1 0 0 0 0 15 31 2 0 0 0 0 16 19 1 0 0 0 0 16 32 1 0 0 0 0 17 26 1 0 0 0 0 17 34 1 0 0 0 0 18 37 1 0 0 0 0 18 38 1 0 0 0 0 20 27 1 0 0 0 0 21 23 2 0 0 0 0 22 28 1 0 0 0 0 23 29 1 0 0 0 0 24 25 2 0 0 0 0 24 37 1 0 0 0 0 25 38 1 0 0 0 0 26 33 1 0 0 0 0 26 35 2 0 0 0 0 27 34 1 0 0 0 0 27 36 2 0 0 0 0 31 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004522
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	553.13
ALogP	-0.2485
MLogP	3.22
XLogP	4.08
HDA	7
HBD	0
Rotatable Bonds	11
TPSA	87.57
RO5 Violation	0