NPASS drugs

Drug Information

Drug ID:	NPD6709
Drug Name:	Alisertib
Molecular Formula:	C27H20ClFN4O4
Canonical SMILES:	COc1cccc(c1C1=NCc2c(c3c1cc(Cl)cc3)nc(nc2)Nc1ccc(c(c1)OC)C(=O)O)F
Standard InCHI:	InChI=1S/C27H20ClFN4O4/c1-36-21-5-3-4-20(29)23(21)25-19-10-15(28)6-8-17(19)24-14(12-30-25)13-31-27(33-24)32-16-7-9-18(26(34)35)22(11-16)37-2/h3-11,13H,12H2,1-2H3,(H,34,35)(H,31,32,33)
Standard InCHIKey:	ZLHFILGSQDJULK-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6709

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	427
0.1-0.2	2881
0.2-0.3	9864
0.3-0.4	5564
0.4-0.5	9797
0.5-0.6	1877
0.6-0.7	479
0.7-0.8	1
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	0.7115	NPC174760
Remote Similarity	0.6996	NPC169402
Remote Similarity	0.6965	NPC322482
Remote Similarity	0.6963	NPC56271
Remote Similarity	0.6917	NPC116238
Remote Similarity	0.6903	NPC208522
Remote Similarity	0.6895	NPC132385
Remote Similarity	0.689	NPC3207
Remote Similarity	0.6848	NPC150239
Remote Similarity	0.6846	NPC470018
Remote Similarity	0.6798	NPC87413
Remote Similarity	0.677	NPC247803
Remote Similarity	0.6765	NPC270515
Remote Similarity	0.6759	NPC470020
Remote Similarity	0.6757	NPC60621
Remote Similarity	0.6751	NPC74619
Remote Similarity	0.6717	NPC49547
Remote Similarity	0.6715	NPC63109
Remote Similarity	0.6704	NPC473187
Remote Similarity	0.6703	NPC63971
Remote Similarity	0.6703	NPC91868
Remote Similarity	0.6692	NPC187145
Remote Similarity	0.6692	NPC74575
Remote Similarity	0.6679	NPC51854
Remote Similarity	0.6667	NPC471762
Remote Similarity	0.6642	NPC295452
Remote Similarity	0.6642	NPC171393
Remote Similarity	0.6642	NPC9729
Remote Similarity	0.6641	NPC308137
Remote Similarity	0.6641	NPC310211
Remote Similarity	0.664	NPC4687
Remote Similarity	0.6628	NPC198503
Remote Similarity	0.6628	NPC152768
Remote Similarity	0.6628	NPC148183
Remote Similarity	0.6617	NPC6786
Remote Similarity	0.6617	NPC300114
Remote Similarity	0.6614	NPC39679
Remote Similarity	0.6593	NPC101350
Remote Similarity	0.6585	NPC478010
Remote Similarity	0.658	NPC470017
Remote Similarity	0.6577	NPC473041
Remote Similarity	0.6575	NPC193238
Remote Similarity	0.6562	NPC309845
Remote Similarity	0.6557	NPC142385
Remote Similarity	0.6557	NPC15406
Remote Similarity	0.6556	NPC235685
Remote Similarity	0.6556	NPC472061
Remote Similarity	0.6556	NPC177056
Remote Similarity	0.6554	NPC260434
Remote Similarity	0.6554	NPC267853
Remote Similarity	0.655	NPC236668
Remote Similarity	0.6548	NPC89549
Remote Similarity	0.6544	NPC119134
Remote Similarity	0.6541	NPC66777
Remote Similarity	0.654	NPC216612
Remote Similarity	0.654	NPC210434
Remote Similarity	0.6537	NPC23294
Remote Similarity	0.653	NPC244897
Remote Similarity	0.6525	NPC237740
Remote Similarity	0.6525	NPC146976
Remote Similarity	0.6517	NPC24019
Remote Similarity	0.6515	NPC122436
Remote Similarity	0.6513	NPC46561
Remote Similarity	0.6509	NPC178858
Remote Similarity	0.6509	NPC107123
Remote Similarity	0.6509	NPC475666
Remote Similarity	0.6507	NPC41501
Remote Similarity	0.6502	NPC280799
Remote Similarity	0.6498	NPC303951
Remote Similarity	0.6496	NPC285558
Remote Similarity	0.6494	NPC15801
Remote Similarity	0.6484	NPC210296
Remote Similarity	0.6481	NPC90875
Remote Similarity	0.6481	NPC316411
Remote Similarity	0.6475	NPC183537
Remote Similarity	0.6473	NPC78609
Remote Similarity	0.6473	NPC81939
Remote Similarity	0.6471	NPC166722
Remote Similarity	0.6471	NPC30540
Remote Similarity	0.6469	NPC478009
Remote Similarity	0.6468	NPC233334
Remote Similarity	0.6464	NPC478080
Remote Similarity	0.6456	NPC100734
Remote Similarity	0.6456	NPC315634
Remote Similarity	0.6456	NPC88923
Remote Similarity	0.6453	NPC130570
Remote Similarity	0.6449	NPC469734
Remote Similarity	0.6448	NPC112206
Remote Similarity	0.6448	NPC202605
Remote Similarity	0.6445	NPC249583
Remote Similarity	0.6444	NPC473105
Remote Similarity	0.6444	NPC22481
Remote Similarity	0.6442	NPC157931
Remote Similarity	0.6439	NPC473317
Remote Similarity	0.6439	NPC134637
Remote Similarity	0.6437	NPC330009
Remote Similarity	0.6434	NPC470022
Remote Similarity	0.6429	NPC21638
Remote Similarity	0.6429	NPC125597
Remote Similarity	0.6429	NPC329982
Remote Similarity	0.6426	NPC213530
Remote Similarity	0.6426	NPC193267
Remote Similarity	0.6426	NPC48317
Remote Similarity	0.6423	NPC250448
Remote Similarity	0.6423	NPC317752
Remote Similarity	0.642	NPC210828
Remote Similarity	0.642	NPC86834
Remote Similarity	0.6418	NPC274640
Remote Similarity	0.6416	NPC77878
Remote Similarity	0.6414	NPC77101
Remote Similarity	0.6412	NPC116701
Remote Similarity	0.6409	NPC220337
Remote Similarity	0.6406	NPC478045
Remote Similarity	0.6406	NPC300156
Remote Similarity	0.6402	NPC472099
Remote Similarity	0.6402	NPC128115
Remote Similarity	0.6402	NPC469439
Remote Similarity	0.64	NPC72905
Remote Similarity	0.6397	NPC108342
Remote Similarity	0.6396	NPC478006
Remote Similarity	0.6396	NPC284685
Remote Similarity	0.6394	NPC278525
Remote Similarity	0.6393	NPC9482
Remote Similarity	0.6388	NPC96321
Remote Similarity	0.6388	NPC184408
Remote Similarity	0.6385	NPC318299
Remote Similarity	0.6381	NPC192712
Remote Similarity	0.6377	NPC316224
Remote Similarity	0.6376	NPC315467
Remote Similarity	0.6374	NPC189903
Remote Similarity	0.6374	NPC182907
Remote Similarity	0.637	NPC315062
Remote Similarity	0.637	NPC477112
Remote Similarity	0.6367	NPC36229
Remote Similarity	0.6367	NPC16452
Remote Similarity	0.6367	NPC476581
Remote Similarity	0.6357	NPC478012
Remote Similarity	0.6357	NPC137353
Remote Similarity	0.6357	NPC246381
Remote Similarity	0.6354	NPC124313
Remote Similarity	0.6347	NPC474192
Remote Similarity	0.6347	NPC475720
Remote Similarity	0.6342	NPC317373
Remote Similarity	0.6341	NPC207283
Remote Similarity	0.6341	NPC84164
Remote Similarity	0.6333	NPC116622
Remote Similarity	0.6331	NPC44354
Remote Similarity	0.6328	NPC317572
Remote Similarity	0.6326	NPC264285
Remote Similarity	0.6325	NPC478083
Remote Similarity	0.6322	NPC471603
Remote Similarity	0.632	NPC56170
Remote Similarity	0.6316	NPC191489
Remote Similarity	0.6314	NPC195788
Remote Similarity	0.6314	NPC31930
Remote Similarity	0.6314	NPC104712
Remote Similarity	0.6314	NPC237901
Remote Similarity	0.6312	NPC62995
Remote Similarity	0.631	NPC473639
Remote Similarity	0.6308	NPC11464
Remote Similarity	0.6308	NPC167860
Remote Similarity	0.6308	NPC123976
Remote Similarity	0.6308	NPC161801
Remote Similarity	0.6306	NPC179287
Remote Similarity	0.6304	NPC327592
Remote Similarity	0.6304	NPC475844
Remote Similarity	0.6304	NPC477066
Remote Similarity	0.6302	NPC74360
Remote Similarity	0.63	NPC39370
Remote Similarity	0.6296	NPC194740
Remote Similarity	0.6292	NPC16352
Remote Similarity	0.6292	NPC144452
Remote Similarity	0.6292	NPC220851
Remote Similarity	0.629	NPC303374
Remote Similarity	0.629	NPC254762
Remote Similarity	0.6287	NPC473186
Remote Similarity	0.6284	NPC242923
Remote Similarity	0.6284	NPC208284
Remote Similarity	0.6282	NPC473540
Remote Similarity	0.6282	NPC478081
Remote Similarity	0.6281	NPC129897
Remote Similarity	0.6279	NPC472064
Remote Similarity	0.6272	NPC471978
Remote Similarity	0.6269	NPC174672
Remote Similarity	0.6269	NPC51388
Remote Similarity	0.6268	NPC475816
Remote Similarity	0.6268	NPC53534
Remote Similarity	0.6264	NPC473822
Remote Similarity	0.6263	NPC471979
Remote Similarity	0.626	NPC296482
Remote Similarity	0.626	NPC264176
Remote Similarity	0.626	NPC53069
Remote Similarity	0.626	NPC202768
Remote Similarity	0.6255	NPC280964
Remote Similarity	0.6255	NPC114335
Remote Similarity	0.6255	NPC310118
Remote Similarity	0.6255	NPC141915
Remote Similarity	0.6255	NPC243850
Remote Similarity	0.625	NPC469928
Remote Similarity	0.625	NPC17437

Drug Structure

NPD6709 OpenBabel08211710072D 39 43 0 0 0 0 0 0 0 0999 V2000 4.5567 1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0567 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5567 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5567 -0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0333 1.8121 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 1.3531 1.0791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3030 0.6340 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 1.6479 -2.1235 0.0000 C 0 0 0 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0082 1.5896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 0.1235 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 2.6228 -0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5567 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5567 -0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0567 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0567 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6884 2.3226 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.0567 -2.7321 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.6228 -1.9010 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0567 0.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 36 1 0 0 0 0 2 37 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 20 1 0 0 0 0 5 21 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 15 2 0 0 0 0 10 19 1 0 0 0 0 11 16 2 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 30 1 0 0 0 0 13 14 2 0 0 0 0 13 31 1 0 0 0 0 14 24 1 0 0 0 0 15 28 1 0 0 0 0 16 32 1 0 0 0 0 17 19 2 0 0 0 0 17 24 1 0 0 0 0 18 22 2 0 0 0 0 18 26 1 0 0 0 0 19 25 1 0 0 0 0 20 23 2 0 0 0 0 20 29 1 0 0 0 0 21 23 1 0 0 0 0 21 36 1 0 0 0 0 22 37 1 0 0 0 0 23 25 1 0 0 0 0 24 33 2 0 0 0 0 25 30 2 0 0 0 0 26 34 2 0 0 0 0 26 35 1 0 0 0 0 27 31 2 0 0 0 0 27 32 1 0 0 0 0 27 33 1 0 0 0 0 32 38 1 0 0 0 0 35 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000170
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24771867
ChEBI
CAS Number

Drug Properties

Molecular Weight	518.12
ALogP	0.142
MLogP	3.33
XLogP	5.265
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	105.93
RO5 Violation	1