NPASS drugs

Drug Information

Drug ID:	NPD5791
Drug Name:	Rebimastat
Molecular Formula:	C23H41N5O5S
Canonical SMILES:	CN=C([C@H](C(C)(C)C)N=C([C@@H](N=C([C@H](CCN1C(=O)N(C(C1=O)(C)C)C)S)O)CC(C)C)O)O
Standard InCHI:	InChI=1S/C23H41N5O5S/c1-13(2)12-14(17(29)26-16(19(31)24-8)22(3,4)5)25-18(30)15(34)10-11-28-20(32)23(6,7)27(9)21(28)33/h13-16,34H,10-12H2,1-9H3,(H,24,31)(H,25,30)(H,26,29)/t14-,15-,16+/m0/s1
Standard InCHIKey:	GTXSRFUZSLTDFX-HRCADAONSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5791

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	67
0.1-0.2	13741
0.2-0.3	14525
0.3-0.4	1987
0.4-0.5	439
0.5-0.6	98
0.6-0.7	33
0.7-0.8	0
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
Remote Similarity	0.6966	NPC31756
Remote Similarity	0.6889	NPC476137
Remote Similarity	0.6889	NPC476117
Remote Similarity	0.6889	NPC476156
Remote Similarity	0.6889	NPC476243
Remote Similarity	0.6813	NPC476302
Remote Similarity	0.6667	NPC473495
Remote Similarity	0.6632	NPC477539
Remote Similarity	0.6591	NPC256312
Remote Similarity	0.6591	NPC266888
Remote Similarity	0.6591	NPC161774
Remote Similarity	0.6559	NPC53858
Remote Similarity	0.6559	NPC84128
Remote Similarity	0.6552	NPC196007
Remote Similarity	0.6552	NPC76297
Remote Similarity	0.6552	NPC214532
Remote Similarity	0.6413	NPC312315
Remote Similarity	0.6404	NPC209156
Remote Similarity	0.63	NPC474576
Remote Similarity	0.63	NPC477538
Remote Similarity	0.625	NPC472351
Remote Similarity	0.6238	NPC173763
Remote Similarity	0.6238	NPC471098
Remote Similarity	0.6238	NPC62263
Remote Similarity	0.62	NPC475801
Remote Similarity	0.62	NPC474593
Remote Similarity	0.6163	NPC128005
Remote Similarity	0.6163	NPC84182
Remote Similarity	0.6105	NPC23984
Remote Similarity	0.6105	NPC470783
Remote Similarity	0.6087	NPC473819
Remote Similarity	0.6058	NPC117829
Remote Similarity	0.6042	NPC184473
Remote Similarity	0.5909	NPC128303
Remote Similarity	0.5888	NPC220234
Remote Similarity	0.5888	NPC475440
Remote Similarity	0.5876	NPC284456
Remote Similarity	0.5876	NPC6902
Remote Similarity	0.5856	NPC241394
Remote Similarity	0.5851	NPC59867
Remote Similarity	0.5849	NPC47076
Remote Similarity	0.5849	NPC473597
Remote Similarity	0.5849	NPC134504
Remote Similarity	0.5816	NPC235078
Remote Similarity	0.5814	NPC243964
Remote Similarity	0.5806	NPC327272
Remote Similarity	0.5784	NPC275715
Remote Similarity	0.5773	NPC475542
Remote Similarity	0.5752	NPC296143
Remote Similarity	0.5752	NPC67009
Remote Similarity	0.5741	NPC475188
Remote Similarity	0.5727	NPC124554
Remote Similarity	0.5727	NPC5864
Remote Similarity	0.5727	NPC301148
Remote Similarity	0.5714	NPC301010
Remote Similarity	0.5699	NPC126186
Remote Similarity	0.5696	NPC80350
Remote Similarity	0.5688	NPC13175
Remote Similarity	0.5688	NPC475791
Remote Similarity	0.5676	NPC198344
Remote Similarity	0.5667	NPC250953
Remote Similarity	0.5667	NPC306696
Remote Similarity	0.566	NPC280066
Remote Similarity	0.5652	NPC470781
Remote Similarity	0.5625	NPC124549
Remote Similarity	0.5625	NPC191774

Drug Structure

NPD5791 OpenBabel08211708292D 38 38 0 0 1 0 0 0 0 0999 V2000 -4.6993 -0.2761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1006 -1.2941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8292 4.3568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7247 3.3623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2260 4.5780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -1.4538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 -1.4538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.4408 1.7329 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 -2.8913 1.6555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8968 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2816 0.4284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6938 -0.3806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8749 1.3420 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4791 2.4646 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.0450 2.8555 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.4627 2.1510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4736 2.3600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0395 2.7509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6180 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6382 3.7690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4462 1.8374 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.8804 1.4465 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.4572 2.0464 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 -1.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0559 3.0645 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0614 3.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.6273 3.5600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5691 -0.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0724 3.3781 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -6.6437 3.8735 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6547 4.0826 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2206 4.4735 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6602 4.1871 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 22 1 0 0 0 0 4 22 1 0 0 0 0 5 22 1 0 0 0 0 6 23 1 0 0 0 0 7 23 1 0 0 0 0 8 24 1 0 0 0 0 9 27 1 0 0 0 0 10 11 1 0 0 0 0 11 28 1 0 0 0 0 12 13 1 0 0 0 0 14 12 1 1 0 0 0 14 17 1 0 0 0 0 14 25 1 0 0 0 0 15 10 1 1 0 0 0 15 18 1 0 0 0 0 15 34 1 0 0 0 0 16 19 1 6 0 0 0 16 22 1 0 0 0 0 16 26 1 0 0 0 0 17 26 2 3 0 0 0 17 29 1 0 0 0 0 18 25 2 3 0 0 0 18 30 1 0 0 0 0 19 24 2 3 0 0 0 19 31 1 0 0 0 0 20 23 1 0 0 0 0 20 28 1 0 0 0 0 20 32 2 0 0 0 0 21 27 1 0 0 0 0 21 28 1 0 0 0 0 21 33 2 0 0 0 0 23 27 1 0 0 0 0 29 35 1 0 0 0 0 30 36 1 0 0 0 0 31 37 1 0 0 0 0 34 38 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	499.28
ALogP	1.6144
MLogP	2.78
XLogP	2.299
HDA	10
HBD	3
Rotatable Bonds	24
TPSA	177.19
RO5 Violation	1