NPASS drugs

Drug Information

Drug ID:	NPD4353
Drug Name:	Lorlatinib
Molecular Formula:	C21H19FN6O2
Canonical SMILES:	N#Cc1n(C)nc2c1c1cnc(c(c1)O[C@H](C)c1c(C(=O)N(C2)C)ccc(c1)F)N
Standard InCHI:	InChI=1S/C21H19FN6O2/c1-11-15-7-13(22)4-5-14(15)21(29)27(2)10-16-19(17(8-23)28(3)26-16)12-6-18(30-11)20(24)25-9-12/h4-7,9,11H,10H2,1-3H3,(H2,24,25)/t11-/m1/s1
Standard InCHIKey:	IIXWYSCJSQVBQM-LLVKDONJSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4353

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	459
0.1-0.2	3493
0.2-0.3	9233
0.3-0.4	8865
0.4-0.5	6355
0.5-0.6	1964
0.6-0.7	516
0.7-0.8	5
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	0.7059	NPC287208
Intermediate Similarity	0.7052	NPC180504
Intermediate Similarity	0.7033	NPC216612
Intermediate Similarity	0.7031	NPC75179
Intermediate Similarity	0.7012	NPC196718
Remote Similarity	0.6988	NPC257851
Remote Similarity	0.6988	NPC157931
Remote Similarity	0.6984	NPC329631
Remote Similarity	0.6944	NPC102593
Remote Similarity	0.6892	NPC471762
Remote Similarity	0.6887	NPC148889
Remote Similarity	0.6846	NPC82548
Remote Similarity	0.6842	NPC313804
Remote Similarity	0.6842	NPC315804
Remote Similarity	0.6838	NPC260434
Remote Similarity	0.6825	NPC66777
Remote Similarity	0.6818	NPC174672
Remote Similarity	0.6816	NPC146976
Remote Similarity	0.6813	NPC470018
Remote Similarity	0.6811	NPC49547
Remote Similarity	0.6803	NPC26679
Remote Similarity	0.68	NPC322482
Remote Similarity	0.679	NPC470020
Remote Similarity	0.6786	NPC74575
Remote Similarity	0.6776	NPC236668
Remote Similarity	0.6776	NPC476287
Remote Similarity	0.6774	NPC168209
Remote Similarity	0.6769	NPC316224
Remote Similarity	0.6758	NPC253675
Remote Similarity	0.6756	NPC161801
Remote Similarity	0.6749	NPC174758
Remote Similarity	0.6744	NPC30540
Remote Similarity	0.6742	NPC258048
Remote Similarity	0.6733	NPC122436
Remote Similarity	0.6719	NPC141053
Remote Similarity	0.6709	NPC267928
Remote Similarity	0.6705	NPC472061
Remote Similarity	0.6695	NPC19872
Remote Similarity	0.6693	NPC175150
Remote Similarity	0.6693	NPC243633
Remote Similarity	0.6693	NPC39370
Remote Similarity	0.668	NPC185782
Remote Similarity	0.668	NPC476138
Remote Similarity	0.668	NPC245816
Remote Similarity	0.6679	NPC152620
Remote Similarity	0.6667	NPC477549
Remote Similarity	0.6667	NPC131885
Remote Similarity	0.6667	NPC118940
Remote Similarity	0.6667	NPC72905
Remote Similarity	0.6667	NPC472435
Remote Similarity	0.6654	NPC186351
Remote Similarity	0.6642	NPC26543
Remote Similarity	0.6642	NPC53534
Remote Similarity	0.6641	NPC142385
Remote Similarity	0.6641	NPC160666
Remote Similarity	0.6627	NPC314954
Remote Similarity	0.6616	NPC472434
Remote Similarity	0.6615	NPC101350
Remote Similarity	0.6615	NPC473186
Remote Similarity	0.6593	NPC472436
Remote Similarity	0.6586	NPC274982
Remote Similarity	0.6577	NPC235685
Remote Similarity	0.6576	NPC474688
Remote Similarity	0.6574	NPC17565
Remote Similarity	0.6559	NPC242923
Remote Similarity	0.6554	NPC137353
Remote Similarity	0.6553	NPC208522
Remote Similarity	0.655	NPC469554
Remote Similarity	0.6549	NPC24370
Remote Similarity	0.6549	NPC319232
Remote Similarity	0.6548	NPC472099
Remote Similarity	0.6548	NPC323969
Remote Similarity	0.6548	NPC225279
Remote Similarity	0.6543	NPC475774
Remote Similarity	0.6535	NPC65277
Remote Similarity	0.6522	NPC60621
Remote Similarity	0.652	NPC8022
Remote Similarity	0.652	NPC470799
Remote Similarity	0.6518	NPC269367
Remote Similarity	0.6513	NPC198673
Remote Similarity	0.6508	NPC288987
Remote Similarity	0.65	NPC182222
Remote Similarity	0.6498	NPC194740
Remote Similarity	0.6496	NPC210434
Remote Similarity	0.6496	NPC144452
Remote Similarity	0.6492	NPC187501
Remote Similarity	0.6492	NPC146418
Remote Similarity	0.6488	NPC176538
Remote Similarity	0.648	NPC477979
Remote Similarity	0.6479	NPC270515
Remote Similarity	0.6475	NPC470017
Remote Similarity	0.6473	NPC24019
Remote Similarity	0.6473	NPC115595
Remote Similarity	0.6473	NPC168911
Remote Similarity	0.6471	NPC205372
Remote Similarity	0.6468	NPC314270
Remote Similarity	0.6466	NPC472098
Remote Similarity	0.6466	NPC196449
Remote Similarity	0.6466	NPC264176
Remote Similarity	0.6466	NPC314222
Remote Similarity	0.6464	NPC477586
Remote Similarity	0.6464	NPC477588
Remote Similarity	0.6464	NPC477585
Remote Similarity	0.6464	NPC477590
Remote Similarity	0.6463	NPC243850
Remote Similarity	0.6462	NPC22481
Remote Similarity	0.6462	NPC323752
Remote Similarity	0.6462	NPC220852
Remote Similarity	0.6459	NPC140296
Remote Similarity	0.6459	NPC244536
Remote Similarity	0.6455	NPC472066
Remote Similarity	0.6455	NPC472067
Remote Similarity	0.6455	NPC472031
Remote Similarity	0.6455	NPC51854
Remote Similarity	0.6454	NPC148183
Remote Similarity	0.6454	NPC152768
Remote Similarity	0.6452	NPC123839
Remote Similarity	0.645	NPC470022
Remote Similarity	0.6449	NPC315467
Remote Similarity	0.6446	NPC287437
Remote Similarity	0.6446	NPC123395
Remote Similarity	0.6443	NPC308906
Remote Similarity	0.644	NPC39500
Remote Similarity	0.6439	NPC99891
Remote Similarity	0.6437	NPC476465
Remote Similarity	0.6431	NPC67401
Remote Similarity	0.6431	NPC56271
Remote Similarity	0.6429	NPC305984
Remote Similarity	0.6426	NPC478010
Remote Similarity	0.6426	NPC478009
Remote Similarity	0.6423	NPC472286
Remote Similarity	0.6423	NPC472287
Remote Similarity	0.6421	NPC303374
Remote Similarity	0.642	NPC103687
Remote Similarity	0.642	NPC132631
Remote Similarity	0.6418	NPC9729
Remote Similarity	0.6417	NPC135950
Remote Similarity	0.6414	NPC50511
Remote Similarity	0.6414	NPC50562
Remote Similarity	0.6414	NPC16066
Remote Similarity	0.641	NPC74619
Remote Similarity	0.6409	NPC278525
Remote Similarity	0.6405	NPC239954
Remote Similarity	0.6403	NPC303658
Remote Similarity	0.6402	NPC133140
Remote Similarity	0.6402	NPC195268
Remote Similarity	0.6398	NPC172222
Remote Similarity	0.6397	NPC193238
Remote Similarity	0.6397	NPC316403
Remote Similarity	0.6393	NPC232727
Remote Similarity	0.639	NPC194967
Remote Similarity	0.639	NPC13880
Remote Similarity	0.6389	NPC170114
Remote Similarity	0.6389	NPC67658
Remote Similarity	0.6389	NPC62995
Remote Similarity	0.6388	NPC182907
Remote Similarity	0.6388	NPC189903
Remote Similarity	0.6388	NPC15801
Remote Similarity	0.6388	NPC285343
Remote Similarity	0.6388	NPC477587
Remote Similarity	0.6388	NPC184680
Remote Similarity	0.6388	NPC477589
Remote Similarity	0.6386	NPC290689
Remote Similarity	0.6384	NPC314882
Remote Similarity	0.6382	NPC472259
Remote Similarity	0.6382	NPC327592
Remote Similarity	0.6381	NPC471615
Remote Similarity	0.6381	NPC472068
Remote Similarity	0.6379	NPC103361
Remote Similarity	0.6378	NPC298436
Remote Similarity	0.6378	NPC208084
Remote Similarity	0.6377	NPC475844
Remote Similarity	0.6377	NPC119134
Remote Similarity	0.6375	NPC162530
Remote Similarity	0.6374	NPC208898
Remote Similarity	0.6371	NPC274640
Remote Similarity	0.6371	NPC266249
Remote Similarity	0.6364	NPC470785
Remote Similarity	0.636	NPC208284
Remote Similarity	0.636	NPC101543
Remote Similarity	0.6357	NPC91868
Remote Similarity	0.6357	NPC63971
Remote Similarity	0.6356	NPC317373
Remote Similarity	0.6356	NPC323345
Remote Similarity	0.6356	NPC470164
Remote Similarity	0.6353	NPC295452
Remote Similarity	0.6353	NPC171393
Remote Similarity	0.6353	NPC166712
Remote Similarity	0.6352	NPC477019
Remote Similarity	0.635	NPC108342
Remote Similarity	0.635	NPC478006
Remote Similarity	0.6349	NPC470549
Remote Similarity	0.634	NPC471614
Remote Similarity	0.6339	NPC184408
Remote Similarity	0.6328	NPC280799
Remote Similarity	0.6326	NPC240384
Remote Similarity	0.6326	NPC184225
Remote Similarity	0.6326	NPC28945
Remote Similarity	0.6324	NPC471192
Remote Similarity	0.632	NPC471304

Drug Structure

NPD4353 OpenBabel08211705262D 32 35 0 0 1 0 0 0 0 0999 V2000 5.0218 -3.7756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7075 1.1295 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 6.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6808 -0.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -3.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6808 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6386 -1.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6253 -2.9304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3147 -3.0685 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0827 -2.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5468 -2.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8147 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8147 -2.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -3.5685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7207 -4.0259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4128 -2.7024 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.3818 -2.3328 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8327 -5.0196 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9092 -3.7419 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4487 0.1636 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 5.0218 0.3707 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4487 -3.5685 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0281 -5.6134 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7493 -5.4195 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 27 1 0 0 0 0 3 28 1 0 0 0 0 4 5 2 0 0 0 0 4 13 1 0 0 0 0 5 14 1 0 0 0 0 6 12 2 0 0 0 0 6 18 1 0 0 0 0 7 13 2 0 0 0 0 7 15 1 0 0 0 0 8 17 1 0 0 0 0 8 23 3 0 0 0 0 9 12 1 0 0 0 0 9 25 2 0 0 0 0 10 16 1 0 0 0 0 10 27 1 0 0 0 0 11 1 1 1 0 0 0 11 15 1 0 0 0 0 11 30 1 0 0 0 0 12 19 1 0 0 0 0 13 22 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 16 19 1 0 0 0 0 16 26 2 0 0 0 0 17 19 2 0 0 0 0 17 28 1 0 0 0 0 18 20 2 0 0 0 0 18 30 1 0 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 21 27 1 0 0 0 0 21 29 2 0 0 0 0 24 31 1 0 0 0 0 24 32 1 0 0 0 0 26 28 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	406.16
ALogP	-0.7941
MLogP	2.78
XLogP	1.254
HDA	7
HBD	1
Rotatable Bonds	5
TPSA	110.06
RO5 Violation	0