NPASS drugs

Drug Information

Drug ID:	NPD6963
Drug Name:	Cabozantinib S-Malate
Molecular Formula:	C28H24FN3O5.C4H6O5
Canonical SMILES:	OC(=O)C[C@@H](C(=O)O)O.COc1cc2c(ccnc2cc1OC)Oc1ccc(cc1)NC(=O)C1(CC1)C(=O)Nc1ccc(cc1)F
Standard InCHI:	InChI=1S/C28H24FN3O5.C4H6O5/c1-35-24-15-21-22(16-25(24)36-2)30-14-11-23(21)37-20-9-7-19(8-10-20)32-27(34)28(12-13-28)26(33)31-18-5-3-17(29)4-6-18;5-2(4(8)9)1-3(6)7/h3-11,14-16H,12-13H2,1-2H3,(H,31,33)(H,32,34);2,5H,1H2,(H,6,7)(H,8,9)/t;2-/m.0/s1
Standard InCHIKey:	HFCFMRYTXDINDK-WNQIDUERSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6963

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	416
0.1-0.2	2539
0.2-0.3	10209
0.3-0.4	3748
0.4-0.5	10281
0.5-0.6	2491
0.6-0.7	997
0.7-0.8	209
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	0.788	NPC36229
Intermediate Similarity	0.788	NPC16452
Intermediate Similarity	0.788	NPC476581
Intermediate Similarity	0.7867	NPC195268
Intermediate Similarity	0.7867	NPC133140
Intermediate Similarity	0.7864	NPC290689
Intermediate Similarity	0.7814	NPC476582
Intermediate Similarity	0.7814	NPC4071
Intermediate Similarity	0.7814	NPC476578
Intermediate Similarity	0.7798	NPC285558
Intermediate Similarity	0.7758	NPC266931
Intermediate Similarity	0.7758	NPC162530
Intermediate Similarity	0.7742	NPC31930
Intermediate Similarity	0.7713	NPC316981
Intermediate Similarity	0.7696	NPC315957
Intermediate Similarity	0.7639	NPC201508
Intermediate Similarity	0.7635	NPC270515
Intermediate Similarity	0.7634	NPC53069
Intermediate Similarity	0.7634	NPC202605
Intermediate Similarity	0.7634	NPC202768
Intermediate Similarity	0.7634	NPC296482
Intermediate Similarity	0.7634	NPC112206
Intermediate Similarity	0.7621	NPC473822
Intermediate Similarity	0.7615	NPC234197
Intermediate Similarity	0.7568	NPC313189
Intermediate Similarity	0.7566	NPC235076
Intermediate Similarity	0.7545	NPC167860
Intermediate Similarity	0.7545	NPC123976
Intermediate Similarity	0.7545	NPC188420
Intermediate Similarity	0.7544	NPC23614
Intermediate Similarity	0.7544	NPC100079
Intermediate Similarity	0.7522	NPC236668
Intermediate Similarity	0.7522	NPC271215
Intermediate Similarity	0.7522	NPC149471
Intermediate Similarity	0.7521	NPC24019
Intermediate Similarity	0.7511	NPC295228
Intermediate Similarity	0.75	NPC56271
Intermediate Similarity	0.75	NPC96584
Intermediate Similarity	0.75	NPC255800
Intermediate Similarity	0.75	NPC473513
Intermediate Similarity	0.7489	NPC146976
Intermediate Similarity	0.7489	NPC122463
Intermediate Similarity	0.748	NPC132385
Intermediate Similarity	0.7478	NPC96405
Intermediate Similarity	0.7478	NPC251160
Intermediate Similarity	0.7478	NPC171409
Intermediate Similarity	0.7458	NPC99891
Intermediate Similarity	0.7455	NPC477019
Intermediate Similarity	0.7452	NPC312872
Intermediate Similarity	0.7435	NPC213530
Intermediate Similarity	0.7435	NPC46451
Intermediate Similarity	0.7435	NPC193267
Intermediate Similarity	0.7434	NPC208284
Intermediate Similarity	0.7422	NPC174758
Intermediate Similarity	0.7421	NPC232727
Intermediate Similarity	0.7415	NPC217176
Intermediate Similarity	0.7411	NPC135549
Intermediate Similarity	0.7409	NPC303374
Intermediate Similarity	0.7403	NPC174049
Intermediate Similarity	0.7391	NPC173080
Intermediate Similarity	0.7387	NPC199277
Intermediate Similarity	0.7387	NPC135887
Intermediate Similarity	0.7386	NPC119134
Intermediate Similarity	0.7378	NPC82548
Intermediate Similarity	0.7376	NPC176538
Intermediate Similarity	0.7361	NPC76748
Intermediate Similarity	0.7354	NPC162484
Intermediate Similarity	0.7339	NPC210434
Intermediate Similarity	0.7339	NPC118121
Intermediate Similarity	0.7339	NPC307963
Intermediate Similarity	0.7327	NPC92111
Intermediate Similarity	0.7325	NPC188400
Intermediate Similarity	0.7322	NPC90875
Intermediate Similarity	0.7322	NPC277351
Intermediate Similarity	0.732	NPC284685
Intermediate Similarity	0.7316	NPC204446
Intermediate Similarity	0.7315	NPC296527
Intermediate Similarity	0.7314	NPC217554
Intermediate Similarity	0.7313	NPC470020
Intermediate Similarity	0.7313	NPC471304
Intermediate Similarity	0.7311	NPC233334
Intermediate Similarity	0.7304	NPC170114
Intermediate Similarity	0.7302	NPC204385
Intermediate Similarity	0.7296	NPC60621
Intermediate Similarity	0.7295	NPC284141
Intermediate Similarity	0.7295	NPC78609
Intermediate Similarity	0.7292	NPC108342
Intermediate Similarity	0.7285	NPC127085
Intermediate Similarity	0.7284	NPC17565
Intermediate Similarity	0.7269	NPC174672
Intermediate Similarity	0.7265	NPC280272
Intermediate Similarity	0.7261	NPC470549
Intermediate Similarity	0.7261	NPC182907
Intermediate Similarity	0.7261	NPC189903
Intermediate Similarity	0.725	NPC253675
Intermediate Similarity	0.7247	NPC26543
Intermediate Similarity	0.7244	NPC47059
Intermediate Similarity	0.7244	NPC264166
Intermediate Similarity	0.7244	NPC274291
Intermediate Similarity	0.7244	NPC329708
Intermediate Similarity	0.7244	NPC118832
Intermediate Similarity	0.7244	NPC165349
Intermediate Similarity	0.7241	NPC473041
Intermediate Similarity	0.7241	NPC96321
Intermediate Similarity	0.7238	NPC49547
Intermediate Similarity	0.7238	NPC469554
Intermediate Similarity	0.7234	NPC122436
Intermediate Similarity	0.7231	NPC101350
Intermediate Similarity	0.7231	NPC166722
Intermediate Similarity	0.7231	NPC11408
Intermediate Similarity	0.7229	NPC274982
Intermediate Similarity	0.7222	NPC310118
Intermediate Similarity	0.722	NPC329747
Intermediate Similarity	0.7215	NPC74575
Intermediate Similarity	0.7215	NPC110151
Intermediate Similarity	0.7202	NPC475816
Intermediate Similarity	0.7202	NPC168922
Intermediate Similarity	0.7198	NPC305984
Intermediate Similarity	0.7197	NPC476999
Intermediate Similarity	0.7195	NPC251090
Intermediate Similarity	0.7193	NPC201697
Intermediate Similarity	0.719	NPC235685
Intermediate Similarity	0.7185	NPC311906
Intermediate Similarity	0.7185	NPC471762
Intermediate Similarity	0.7179	NPC477533
Intermediate Similarity	0.7176	NPC88923
Intermediate Similarity	0.7176	NPC315634
Intermediate Similarity	0.7176	NPC100734
Intermediate Similarity	0.7175	NPC287437
Intermediate Similarity	0.7174	NPC26679
Intermediate Similarity	0.7173	NPC470018
Intermediate Similarity	0.7167	NPC475720
Intermediate Similarity	0.7167	NPC101543
Intermediate Similarity	0.7167	NPC474192
Intermediate Similarity	0.7162	NPC219664
Intermediate Similarity	0.7161	NPC65277
Intermediate Similarity	0.7156	NPC66815
Intermediate Similarity	0.7154	NPC208522
Intermediate Similarity	0.7154	NPC124313
Intermediate Similarity	0.7149	NPC131017
Intermediate Similarity	0.7149	NPC326634
Intermediate Similarity	0.7143	NPC157931
Intermediate Similarity	0.7137	NPC22481
Intermediate Similarity	0.7131	NPC41501
Intermediate Similarity	0.7131	NPC21638
Intermediate Similarity	0.7131	NPC473449
Intermediate Similarity	0.713	NPC72211
Intermediate Similarity	0.7124	NPC473460
Intermediate Similarity	0.7124	NPC223427
Intermediate Similarity	0.7119	NPC473183
Intermediate Similarity	0.7118	NPC185782
Intermediate Similarity	0.7117	NPC13880
Intermediate Similarity	0.7116	NPC206201
Intermediate Similarity	0.7114	NPC15406
Intermediate Similarity	0.7113	NPC476997
Intermediate Similarity	0.7113	NPC252251
Intermediate Similarity	0.7111	NPC267423
Intermediate Similarity	0.7106	NPC472099
Intermediate Similarity	0.7105	NPC193238
Intermediate Similarity	0.7102	NPC210296
Intermediate Similarity	0.7101	NPC214980
Intermediate Similarity	0.71	NPC203168
Intermediate Similarity	0.7087	NPC89549
Intermediate Similarity	0.7087	NPC11464
Intermediate Similarity	0.7083	NPC278525
Intermediate Similarity	0.7083	NPC476998
Intermediate Similarity	0.7083	NPC469792
Intermediate Similarity	0.7083	NPC476996
Intermediate Similarity	0.708	NPC295898
Intermediate Similarity	0.7073	NPC207283
Intermediate Similarity	0.7073	NPC84164
Intermediate Similarity	0.7067	NPC121772
Intermediate Similarity	0.7067	NPC329793
Intermediate Similarity	0.7066	NPC172222
Intermediate Similarity	0.7066	NPC473105
Intermediate Similarity	0.7061	NPC323345
Intermediate Similarity	0.7061	NPC472111
Intermediate Similarity	0.7061	NPC470164
Intermediate Similarity	0.7059	NPC99666
Intermediate Similarity	0.7054	NPC477531
Intermediate Similarity	0.7054	NPC260434
Intermediate Similarity	0.7054	NPC475253
Intermediate Similarity	0.7051	NPC84478
Intermediate Similarity	0.7042	NPC66777
Intermediate Similarity	0.7042	NPC476994
Intermediate Similarity	0.704	NPC70259
Intermediate Similarity	0.7037	NPC473184
Intermediate Similarity	0.7034	NPC128115
Intermediate Similarity	0.7032	NPC66083
Intermediate Similarity	0.7028	NPC1608
Intermediate Similarity	0.7027	NPC279401
Intermediate Similarity	0.7027	NPC79293
Intermediate Similarity	0.7026	NPC48353
Intermediate Similarity	0.7026	NPC264176
Intermediate Similarity	0.7021	NPC469594
Intermediate Similarity	0.702	NPC191489
Intermediate Similarity	0.7018	NPC475070
Intermediate Similarity	0.7018	NPC210256
Intermediate Similarity	0.7017	NPC322482
Intermediate Similarity	0.7012	NPC183537

Drug Structure

NPD6963 OpenBabel08211711352D 51 54 0 0 1 0 0 0 0 0999 V2000 7.2707 -7.8295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8098 -8.3182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1927 -1.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1927 -2.9432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.9432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5781 -3.9205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4244 -5.3864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4244 -3.4318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2707 -4.8977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8098 -3.4318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8854 -2.9432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7317 -3.4318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6561 -3.9205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1171 -5.3864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8098 -6.3636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3463 -1.4773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3463 -3.4318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5781 -4.8977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2707 -3.9205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9634 -4.8977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8098 -5.3864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9634 -3.9205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1171 -6.3636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9634 -6.8523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1927 -4.8977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8854 -4.8977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8854 -3.9205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3463 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 10.6561 -4.8977 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3463 -4.4091 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7317 -5.3864 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1927 -5.8750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0390 -5.3864 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2707 -6.8523 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9634 -7.8295 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1171 -3.4318 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.2542 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1202 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.3882 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.9862 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1202 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.3882 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.5221 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.9862 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.8523 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.8977 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7317 -6.3636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.2542 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6561 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.8523 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 35 1 0 0 0 0 2 36 1 0 0 0 0 3 5 1 0 0 0 0 3 17 2 0 0 0 0 4 6 2 0 0 0 0 4 17 1 0 0 0 0 5 18 2 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 19 2 0 0 0 0 8 10 2 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 10 20 1 0 0 0 0 11 14 1 0 0 0 0 11 23 2 0 0 0 0 12 13 1 0 0 0 0 12 28 1 0 0 0 0 13 28 1 0 0 0 0 14 30 2 0 0 0 0 15 21 2 0 0 0 0 15 24 1 0 0 0 0 16 22 2 0 0 0 0 16 25 1 0 0 0 0 17 29 1 0 0 0 0 18 31 1 0 0 0 0 19 32 1 0 0 0 0 20 37 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 22 30 1 0 0 0 0 23 37 1 0 0 0 0 24 25 2 0 0 0 0 24 35 1 0 0 0 0 25 36 1 0 0 0 0 26 28 1 0 0 0 0 26 31 1 0 0 0 0 26 33 2 0 0 0 0 27 28 1 0 0 0 0 27 32 1 0 0 0 0 27 34 2 0 0 0 0 31 47 1 0 0 0 0 32 48 1 0 0 0 0 38 40 1 0 0 0 0 39 38 1 6 0 0 0 39 41 1 0 0 0 0 39 42 1 0 0 0 0 40 43 2 0 0 0 0 40 44 1 0 0 0 0 41 45 2 0 0 0 0 41 46 1 0 0 0 0 42 49 1 0 0 0 0 44 50 1 0 0 0 0 46 51 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	501.17
ALogP	-1.2926
MLogP	3.55
XLogP	5.787
HDA	5
HBD	2
Rotatable Bonds	13
TPSA	98.78
RO5 Violation	1